UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

SCHEDULE 14A

(Rule 14a-101)

INFORMATION REQUIRED IN PROXY STATEMENT

SCHEDULE 14A INFORMATION

Proxy Statement Pursuant to Section 14(a) of the

Securities Exchange Act of 1934

(Amendment No.     )

Filed by the Registrant   x

Filed by a Party other than the Registrant   o

Check the appropriate box:

o Preliminary Proxy Statement

o Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2))

x Definitive Proxy Statement

o Definitive Additional Materials

o Soliciting Material Pursuant to §240.14a-12

Five9, Inc.

(Name of Registrant as Specified In Its Charter)

n/a

(Name of Person(s) Filing Proxy Statement, if Other Than the Registrant)

Payment of Filing Fee (Check the appropriate box):

x	No fee required.
o	Fee computed on table below per Exchange Act Rules 14a-6(i)(1) and 0-11.
	(1)	Title of each class of securities to which transaction applies:
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FIVE9, INC.

Bishop Ranch 8

4000 Executive Parkway, Suite 400

San Ramon, CA 94583

Dear Stockholder:

I am pleased to invite you to attend Five9, Inc.’s 2019 Annual Meeting of Stockholders, to be held on May 28, 2019 (the “Annual Meeting”). The meeting will begin promptly at 8:00 a.m. Pacific Daylight Time virtually over the Internet at www.virtualshareholdermeeting.com/FIVN2019. Instructions on how to participate in the Annual Meeting and demonstrate proof of stock ownership are posted at www.proxyvote.com. The webcast of the Annual Meeting will be archived for one year after the date of the Annual Meeting at www.virtualshareholdermeeting.com/FIVN2019. Only stockholders who held stock at the close of business on the record date, April 1, 2019, may vote at the Annual Meeting, including any adjournment or postponement thereof.

Details regarding the business to be conducted at the Annual Meeting are more fully described in the accompanying Notice of Annual Meeting of Stockholders and Proxy Statement. We encourage you to carefully read these materials, as well as our Annual Report to Stockholders.

We are acting under a U.S. Securities and Exchange Commission rule that allows companies to furnish their proxy materials over the Internet rather than in paper form. Consequently, stockholders will not receive paper copies of our proxy materials unless they specifically request them. We believe that this delivery process will reduce our environmental impact and lower the costs of printing and distributing our proxy materials. We believe that we can achieve these benefits with no impact on our stockholders’ timely access to this important information.

Your vote is important. Whether or not you expect to attend the Annual Meeting, please vote by telephone or the Internet according to the instructions on your proxy card or in the Notice of Internet Availability of Proxy Materials (the “Notice”) or request a proxy card from us by email at ir@five9.com and complete, date, sign, and return your proxy card in the envelope provided, in each such case, as soon as possible to ensure that your shares will be represented and voted at the Annual Meeting. Even if you have voted by proxy, you may still vote through our virtual web conference if you attend the Annual Meeting.

On behalf of the Board of Directors, thank you for your continued interest and support.

	Sincerely,
	Rowan Trollope
	Chief Executive Officer, Director
San Ramon, California
April 15, 2019

YOUR VOTE IS EXTREMELY IMPORTANT

Please vote by telephone or Internet as set forth in the Notice, or request a proxy card from us by email at ir@five9.comand date and sign the proxy card and return it at your earliest convenience in the postage-prepaid return envelope provided so that your shares may be voted.

FIVE9, INC.

Bishop Ranch 8

4000 Executive Parkway, Suite 400

San Ramon, CA 94583

NOTICE OF ANNUAL MEETING OF STOCKHOLDERS

To Be Held On May 28, 2019

Dear Stockholder:

You are cordially invited to attend the 2019 Annual Meeting of Stockholders (the “Annual Meeting”) of Five9, Inc., a Delaware corporation (the “Company”). The meeting will be held on May 28, 2019 at 8:00 a.m. Pacific Daylight Time virtually over the Internet at www.virtualshareholdermeeting.com/FIVN2019 for the following purposes:

1. To elect the three (3) members of the Board of Directors identified in the accompanying proxy statement to serve until the 2022 annual meeting of stockholders of the Company or until their successors have been duly elected and qualified.

2. To hold an advisory vote on named executive officer compensation.

3. To ratify the appointment by the Audit Committee of the Board of Directors of KPMG LLP as the Company’s independent registered public accounting firm for the fiscal year ending December 31, 2019.

4. To transact any other business properly brought before the meeting or any adjournment thereof.

These items of business are more fully described in the Proxy Statement.

The record date for the 2019 Annual Meeting is April 1, 2019. Only stockholders of record at the close of business on that date may vote at the meeting or any adjournment thereof.

	By Order of the Board of Directors
	Barry Zwarenstein
	Chief Financial Officer and Secretary
San Ramon, California
April 15, 2019

Whether or not you expect to attend the Annual Meeting, please vote over the telephone or the Internet as instructed in these materials, or request a proxy card from the Company by email at ir@five9.com and complete, date, sign and return the proxy card in the envelope provided, in each case as promptly as possible in order to ensure your representation at the Annual Meeting. A return envelope (which is postage prepaid if mailed in the United States) will be provided to you if you email a request for a proxy card to the Company at ir@five9.com. Even if you have voted by proxy, you may still vote through our virtual web conference if you attend the Annual Meeting. Please note, however, that if your shares are held of record by a broker, bank or other nominee and you wish to vote at the Annual Meeting, you must obtain a proxy issued in your name from that record holder.

IMPORTANT NOTICE REGARDING THE AVAILABILITY OF PROXY MATERIALS FOR THE STOCKHOLDER MEETING TO BE HELD ON MAY 28, 2019.

The Proxy Statement and Annual Report to Shareholders are available at http://investors.five9.com and www.proxyvote.com.

TABLE OF CONTENTS

	Page
QUESTIONS AND ANSWERS ABOUT THIS PROXY MATERIAL AND VOTING	1
PROPOSAL No. 1 – ELECTION OF DIRECTORS	7
Information Regarding the Nominees	7
Information Regarding Other Directors Continuing in Office	8
CORPORATE GOVERNANCE	10
Director Independence	10
Board Leadership Structure	10
Risk Oversight Management	10
Information Regarding the Board of Directors and its Committees	11
Audit Committee	11
Compensation Committee	12
Compensation Committee Interlocks and Insider Participation	12
Nominating and Governance Committee	12
Meetings of the Board of Directors	14
Code of Business Conduct	14
Stockholder Communications with the Board of Directors	14
Attendance at Annual Meeting of Stockholders by the Board of Directors	14
Director Compensation	14
PROPOSAL No. 2 – ADVISORY VOTE ON EXECUTIVE COMPENSATION	17
PROPOSAL No. 3 – RATIFICATION OF APPOINTMENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM	18
Independent Registered Public Accounting Firm’s Fees	18
Pre-Approval Policies and Procedures	18
Audit Committee Report	19
EXECUTIVE OFFICERS	19
SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT	22
SECTION 16(a) BENEFICIAL OWNERSHIP REPORTING COMPLIANCE	23
EXECUTIVE COMPENSATION	24
Compensation Committee Report	24
Compensation Discussion and Analysis	24
Summary Compensation Table	36
Grants of Plan-Based Awards	37
Outstanding Equity Awards at December 31, 2018	39
Option Exercises and Stock Vested	41
Potential Payments upon Termination or Change in Control	41
CEO Pay Ratio	43
EQUITY COMPENSATION PLAN INFORMATION	44
TRANSACTIONS WITH RELATED PERSONS	44
DELIVERY OF DOCUMENTS TO STOCKHOLDERS SHARING AN ADDRESS	45
AVAILABILITY OF FORM 10-K	45
OTHER MATTERS	45

FIVE9, INC.

Bishop Ranch 8

4000 Executive Parkway, Suite 400

San Ramon, CA 94583

PROXY STATEMENT

FOR THE 2019 ANNUAL MEETING OF STOCKHOLDERS

To Be Held Virtually over the Internet at www.virtualshareholdermeeting.com/FIVN2019

On May 28, 2019 at 8:00 a.m., Pacific Daylight Time

QUESTIONS AND ANSWERS ABOUT THIS PROXY MATERIAL AND VOTING

Why am I receiving these materials?

We are making these proxy materials available because the Board of Directors (the “Board of Directors” or the “Board”) of Five9, Inc. (sometimes referred to as “we,” the “Company” or “Five9”) is soliciting your proxy to vote at the 2019 Annual Meeting of Stockholders (the “Annual Meeting”). You are invited to attend the Annual Meeting to vote on the proposals described in this Proxy Statement. However, you do not need to attend the Annual Meeting to vote your shares. Instead, you may follow the instructions below to submit your proxy by telephone or on the Internet or request a proxy card from us by email at ir@five9.com, and complete, sign and return the proxy card in the envelope provided.

The Company intends to commence mailing to all stockholders of record entitled to vote at the Annual Meeting the Notice of Internet Availability of Proxy Materials (the “Notice”) on or about April 15, 2019. Additionally, the Company intends to post its Annual Report to Shareholders, this Proxy Statement and accompanying proxy card on the Internet at http://investors.five9.com on or about April 15, 2019. We will mail printed copies of the proxy materials to stockholders who request them. 

The Company’s principal executive office is located at Bishop Ranch 8, 4000 Executive Parkway, Suite 400, San Ramon, CA 94583 and its telephone number is (925) 201-2000. 

Why did I receive a notice in the mail regarding the Internet availability of proxy materials instead of a full paper copy of this Proxy Statement and Annual Report to Stockholders?

We are acting under a Securities and Exchange Commission (“SEC”) rule that allows companies to furnish their proxy materials over the Internet rather than in paper form. This rule allows a company to send its stockholders a notice regarding Internet availability of proxy materials. Instructions on how to access the proxy materials over the Internet or how to request a paper copy of proxy materials may be found in the Notice. If you would prefer to receive proxy materials in printed form by mail or electronically by email on an ongoing basis, please follow the instructions contained in the Notice.

How do I participate in the Annual Meeting?

The Annual Meeting will be a completely virtual meeting. There will be no physical meeting location. The Annual Meeting will only be conducted via live webcast.

To participate in the virtual meeting, please follow the instructions posted at www.proxyvote.com. You may begin to log into the meeting platform beginning at 7:55 a.m. Pacific Daylight Time on May 28, 2019. The meeting will begin promptly at 8:00 a.m. Pacific Daylight Time on May 28, 2019.

If you wish to submit a question, you may do so in two ways. If you want to ask a question before the meeting, then beginning on April 15, 2019 and until 11:59 p.m. on May 27, 2019, you may log into www.proxyvote.com and enter your 16-digit control number. Once past the login screen, click on “Questions for Management,” type in your question, and click “Submit.” Alternatively, if you want to submit your question during the meeting, log into the virtual meeting platform at www.virtualshareholdermeeting.com/FIVN2019, type your question into the “Ask a Question” field, and click “Submit.”

Questions pertinent to meeting matters will be answered during the Annual Meeting, subject to time constraints. The Annual Meeting is not to be used as a forum to present personal matters, or general economic, political or other

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views that are not directly related to the business of Five9 and the matters properly before the Annual Meeting, and therefore questions on such matters will not be answered. Any questions pertinent to meeting matters that cannot be answered during the Annual Meeting due to time constraints will be posted online and answered at http://investors.five9.com. The questions and answers will be available as soon as practical after the Annual Meeting and will remain available until one week after posting.

If you encounter any technical difficulties with the virtual meeting platform on the meeting day, please call 800-586-1548 (US) or 303-562-9288 (International). Technical support will be available starting at 7:55 a.m. Pacific Daylight Time on May 28, 2019 and will remain available until five minutes after the Annual Meeting has finished.

Who can vote at the Annual Meeting?

You will be entitled to vote at the Annual Meeting if you owned the Company’s common stock (“Common Stock”), either as a stockholder of record or as a beneficial owner, as of the close of business on April 1, 2019 (the “Record Date”). On the Record Date, there were 59,636,995 shares of Common Stock outstanding. Holders of these outstanding shares are entitled to one vote for each share of Common Stock held by them as of April 1, 2019 at the Annual Meeting.

Stockholder of Record: Shares Registered in Your Name

If on April 1, 2019 your shares were registered directly in your name with Five9’s transfer agent, American Stock Transfer & Trust Company, LLC, then you are a stockholder of record with respect to those shares. As a stockholder of record, you may vote at the Annual Meeting or vote by proxy. Whether or not you plan to attend the Annual Meeting, we urge you to vote by proxy by telephone or the Internet as instructed on your proxy card or the Notice or to request a proxy card from us by email at ir@five9.com and complete, date, sign and return the proxy card in the envelope provided to ensure your vote is counted.

Beneficial Owner: Shares Registered in the Name of a Broker or Bank

If on April 1, 2019 your shares were held in an account at a broker, bank or other similar organization, then you are the beneficial owner of shares held in “street name” and these proxy materials are being forwarded to you by that organization. The organization holding your account is considered the stockholder of record for purposes of voting at the Annual Meeting. As a beneficial owner, you have the right to direct that organization on how to vote the shares in your account. Please refer to the voting instructions provided by your bank or broker. Many organizations enable beneficial owners to give voting instructions by telephone or the Internet as well as in writing. You are also welcome to attend the virtual Annual Meeting and to vote online. However, because you are not the stockholder of record, you may not vote your shares at the Annual Meeting unless you request and obtain a valid proxy (sometimes referred to as a “legal proxy”) from your broker, bank or other organization.

What am I voting on?

There are four matters scheduled for a vote:

• Proposal No. 1. Election of the three (3) members of the Board of Directors identified in Proposal No. 1 to serve as Class II directors until the Company’s 2022 Annual Meeting of Stockholders or until their successors are duly elected and qualified.

• Proposal No. 2. Advisory Vote on Named Executive Officer Compensation. The Board of Directors is holding a non-binding, advisory vote on the compensation of our named executive officers, as described in the “Compensation Discussion and Analysis” section, executive compensation tables and accompanying narrative disclosures contained in this Proxy Statement. This vote is non-binding and advisory in nature, but the Compensation Committee and the Board of Directors will take into account the outcome of the vote when considering future executive compensation arrangements,

• Proposal No. 3. Ratification of the appointment of KPMG LLP as the Company’s independent registered public accounting firm for the year ending December 31, 2019.

How do I vote?

For Proposal No. 1, you may either vote “For” all the nominees to the Board of Directors, you may withhold your vote from all the nominees or you may withhold your vote from any nominee you specify. You may not vote your

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proxy “For” the election of any persons other than the three named nominees. For all other matters to be voted on, you may vote “For” or “Against” or abstain from voting on the applicable proposal.

Stockholder of Record: Shares Registered in Your Name

If you are a stockholder of record, you may vote by proxy using a proxy card, vote by proxy on the Internet or by telephone as set forth in the Notice, or vote at the Annual Meeting. Regardless of whether you plan to attend the Annual Meeting, we urge you to vote by proxy to ensure your vote is counted. You may still attend the Annual Meeting and vote if you have already voted by proxy.

• To vote using the proxy card, request a proxy card from us by email at ir@five9.com, and complete, date and sign the proxy card and return it promptly in the envelope provided. If you return your signed proxy card to us before the Annual Meeting, we will vote your shares as you direct.

• To vote on the Internet, please follow the instructions provided on your proxy card or the Notice.

• To vote by telephone, please follow the instructions provided on your proxy card or the Notice.

• To vote at the Annual Meeting, attend the Annual Meeting online and follow the instructions posted at www.virtualshareholdermeeting.com/FIVN2019.

We provide Internet proxy voting to allow you to vote your shares online, with procedures designed to ensure the authenticity and correctness of your proxy vote instructions. However, please be aware that you must bear any costs associated with your Internet access, such as usage charges from Internet access providers.

Beneficial Owner: Shares Registered in the Name of a Broker or Bank

See “Who can vote at the Annual Meeting? — Beneficial Owner: Shares Registered in the Name of a Broker or Bank” for voting instructions if you beneficially own shares held in street name.

How many votes do I have?

On each matter to be voted upon, you have one vote for each share of Common Stock you own as of the close of business on April 1, 2019.

What if I return a proxy card but do not make specific choices?

If you return a signed and dated proxy card without marking any voting selections, your shares will be voted as follows:

• “For all” with respect to the election of the three nominees for director,

• “For” the approval of the compensation of our named executive officers, as disclosed in this proxy statement, and

• “For” the ratification of KPMG LLP as our independent registered public accounting firm for the year ending December 31, 2019.

If any other matter is properly presented at the meeting, your proxy (one of the individuals named on your proxy card) will vote your shares using his or her best judgment.

Who is paying for this proxy solicitation?

Five9 will pay for the entire cost of soliciting proxies. In addition to Five9 mailing these proxy materials, the Notice and the annual report (as applicable), Five9’s directors and employees may also solicit proxies in person, by telephone or by other means of communication. Directors and employees will not be paid any additional compensation for soliciting proxies. Five9 has engaged Alliance Advisors to serve as our proxy solicitor for the Annual Meeting at a base fee of $8,500 plus reimbursement of reasonable expenses. Alliance Advisors will perform solicitation services to secure votes from our stockholders, including institutional investors and retail owners. Five9 may reimburse brokerage firms, banks and other agents for the cost of forwarding proxy materials to beneficial owners.

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What does it mean if I receive more than one set of proxy materials?

If you receive more than one set of proxy materials (including multiple copies of this Proxy Statement and multiple proxy cards or multiple Notices), your shares are registered in more than one name or are registered in different accounts. Please complete, date, sign and return each proxy card to ensure that all of your shares are voted.

Can I change my vote after submitting my proxy?

Yes. You can revoke your proxy at any time before the final vote at the Annual Meeting.

If you are a stockholder of record, you may revoke your proxy in any one of the following ways:

• You may submit another properly completed proxy card with a later date.

• You may vote again on a later date over the Internet or by telephone as set forth on the Notice.

• You may send a written notice that you are revoking your proxy to the Secretary of the Company at Five9, Inc., Bishop Ranch 8, 4000 Executive Parkway, Suite 400, San Ramon, CA 94583.

• You may attend the virtual Annual Meeting and vote online by following the instructions posted at www.virtualshareholdermeeting.com/FIVN2019. Simply logging into the Annual Meeting will not, by itself, revoke your proxy or prior vote.

If you are a beneficial owner of shares held in street name, you may change your vote in any one of the following ways:

• You may submit new voting instructions to your broker, trustee or nominee.

• If you have obtained a legal proxy from the broker, trustee or nominee that holds your shares giving you the right to vote the shares, by attending the virtual Annual Meeting and following the instructions posted at www.virtualshareholdermeeting.com/FIVN2019.

How are votes counted?

Votes will be counted by the inspector of elections appointed for the meeting as follows:

Proposal No. 1. The inspector of elections will count “For” votes. Withhold, abstentions and broker non-votes will not affect the outcome of Proposal No. 1.

Proposal No.2. The inspector of elections will count “For” and “Against” votes. Abstentions and broker non-votes will not affect the outcome of Proposal No. 2 as they are not considered to be votes cast affirmatively or negatively on such matter.

Proposal No. 3. The inspector of elections will count “For” and “Against” votes. Abstentions will not affect the outcome of Proposal No. 3 as they are not considered to be votes cast affirmatively or negatively on such matter. Brokers have discretionary voting authority to vote on Proposal No. 3 in the absence of voting instructions from their customers. As a result, there should be no broker non-votes with respect to this proposal, but if there are any such broker non-votes, they will not affect the outcome of Proposal 3.

See “How many votes are needed to approve each proposal?” for further details regarding the votes needed to approve each proposal.

What is a “broker non-vote”?

If your shares are held by your broker, bank or other similar organization as your nominee (that is, in “street name”), you will need to follow the voting instructions provided by that organization on how to vote your shares. If you do not provide voting instructions, your shares may constitute “broker non-votes.” Generally, broker non-votes occur on a matter when a broker, bank, or other organization is not permitted to vote on that matter, including the election of directors or executive compensation matters, without instructions from the beneficial owner and instructions are not given.

While broker non-votes will be counted as present for the purpose of determining the presence of a quorum at the meeting, broker non-votes will not affect the outcome of any matter being voted on at the meeting. See “How are votes counted?” for further details regarding the effect of broker non-votes on the proposals set forth in this proxy statement.

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How many votes are needed to approve each proposal?

Proposal No. 1. Directors are elected by a plurality of the affirmative votes cast “For” a director nominee at the Annual Meeting. The nominees for director receiving the highest number of affirmative “For” votes will be elected. Stockholders may not cumulate votes in the election of directors.

Proposal No. 2. Approval of the compensation of our named executive officers as disclosed in this proxy statement requires the affirmative “For” vote of a majority in voting power of the votes cast by the holders of all shares present in person, or represented by proxy, and voting affirmatively or negatively on such matter.

Proposal No. 3. Ratification of the appointment of KPMG LLP as the Company’s independent registered public accounting firm for the fiscal year ending December 31, 2019 requires the affirmative “For” vote of a majority in voting power of the votes cast by the holders of all shares present in person, or represented by proxy, and voting affirmatively or negatively on such matter.

See “How are votes counted?” for further details regarding the effect of abstentions and broker-non votes on the proposals set forth in this proxy statement.

What are the Board’s voting recommendations?

• Proposal No. 1. “For all” with respect to the nominees to the Board of Directors.

• Proposal No. 2. “For” the approval of the compensation of our named executive officers as disclosed in this proxy statement.

• Proposal No. 3. “For” the ratification of the appointment of KPMG LLP as the Company’s independent registered public accounting firm for the year ending December 31, 2019.

What is the quorum requirement?

A quorum of stockholders is necessary to hold a valid meeting. A quorum will be present if a majority of all outstanding shares is represented by stockholders at the Annual Meeting, in person, by means of remote communication or by proxy. On the Record Date, there were 59,636,995 shares of Common Stock outstanding and entitled to vote. Thus, 29,818,498 shares must be represented by stockholders present at the Annual Meeting or by proxy to have a quorum. Your shares will be counted towards the quorum if you submit a valid proxy or vote at the Annual Meeting. In addition, under the General Corporation Law of the State of Delaware, abstentions and broker non-votes will be counted as present for the purpose of determining the presence of a quorum.

How can I find out the results of the voting at the Annual Meeting?

Preliminary voting results will be announced at the Annual Meeting. Final voting results will be published in a Current Report on Form 8-K within four business days following the Annual Meeting. In the event we are unable to obtain the final voting results within four business days, we will file the preliminary voting results in a Current Report on Form 8-K within four business days following the Annual Meeting, and will file an amended Form 8-K with the final voting results within four business days after the final voting results are known.

How can stockholders submit a proposal for inclusion in our Proxy Statement for the 2020 annual meeting of stockholders?

To be included in our proxy statement for the 2020 annual meeting of stockholders, stockholder proposals must comply with the requirements of Rule 14a-8 under the Securities Exchange Act of 1934, as amended (the “Exchange Act”). Except as provided below, stockholder proposals must be received by our Secretary at our principal executive offices no later than December 17, 2019.

How can stockholders submit proposals to be raised at the 2020 annual meeting of stockholders that will not be included in our proxy statement for the 2020 annual meeting of stockholders?

To be raised at the 2020 annual meeting of stockholders, stockholder proposals must comply with our amended and restated bylaws (the “Bylaws”). Under our Bylaws, a stockholder must give advance written notice to our Secretary of any business, including nominations of directors for our Board, which the stockholder wishes to raise at the 2020

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annual meeting of stockholders. Except as provided below, a stockholder’s notice must be delivered to our Secretary at our principal executive offices no earlier than January 29, 2020 and no later than February 28, 2020, in order to be raised at our 2020 annual meeting of stockholders. If a stockholder wishes only to recommend a candidate for consideration by the Nominating and Governance Committee as a potential nominee for director, see the procedures discussed in “Corporate Governance — Nominating and Governance Committee.”

What if the date of the 2020 annual meeting of stockholders changes by more than 30 days from the anniversary of this year’s Annual Meeting?

Under Rule 14a-8 of the Exchange Act, if the date of the 2020 annual meeting of stockholders changes by more than 30 days from the anniversary of this year’s Annual Meeting, to be included in our proxy statement for such meeting, stockholder proposals must be received by us within a reasonable time before our solicitation is made. Under our Bylaws, if the date of the 2020 annual meeting of stockholders is more than thirty (30) days before or more than seventy (70) days after the anniversary of the Annual Meeting, for stockholder proposals that will not be included in our proxy statement for such meeting, notice of such proposal must be delivered no earlier than the close of business on the one hundred twentieth (120) day prior to the 2020 annual meeting, nor later than the close of business on the later of (A) the ninetieth (90) day prior to the 2020 annual meeting or (B) the tenth (10) day following the day on which public announcement of the date of the 2020 annual meeting is first made by the Company.

Does a stockholder proposal require specific information?

To be included in our proxy statement, stockholder proposals must comply with the requirements of Rule 14a-8 under the Exchange Act. With respect to a stockholder’s nomination of a candidate for our Board, the stockholder notice to our Secretary must contain certain information required by our Bylaws regarding both the nominee and the stockholder making the nomination. With respect to any other business that the stockholder proposes, the stockholder notice must contain a brief description of such business and the reasons for conducting such business at the meeting, as well as certain other information required by our Bylaws. If you wish to bring a stockholder proposal or nominate a candidate for director, you are advised to review Rule 14a-8 under the Exchange Act and our Bylaws, as applicable, which contain additional requirements about advance notice of stockholder proposals and director nominations.

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PROPOSAL No. 1

ELECTION OF DIRECTORS

The Company’s amended and restated certificate of incorporation (the “Charter”) and Bylaws provide for a classified Board of Directors. There are three classes of directors, with each class of directors serving three-year terms that end in successive years. Five9 currently has authorized eight directors. Class II directors are standing for election at the Annual Meeting. Class II currently consists of three directors who will be elected at the Annual Meeting to serve until the 2022 annual meeting of stockholders of Five9 or until their successors are duly elected and qualified. The directors being nominated for election to the Board of Directors (each, a “Nominee”), their ages as of April 15, 2019, the date of this Proxy Statement, their positions and offices held with Five9 and certain biographical information are set forth below.

The proxy holders intend to vote all proxies received by them in the accompanying form FOR the Nominees listed below unless otherwise instructed. In the event that any Nominee is unable or declines to serve as a director at the time of the Annual Meeting, the proxies will be voted for any nominee who may be designated by the current Board of Directors to fill the vacancy. As of the date of this Proxy Statement, the Board of Directors is not aware that any Nominee is unable or will decline to serve as a director. The three Nominees receiving the highest number of affirmative votes of the shares entitled to vote at the Annual Meeting will be elected directors of Five9. Proxies cannot be voted for more than three individuals. For further information about how votes will be counted, please refer to “How many votes are needed to approve each proposal.” in the Questions and Answers about this Proxy Material and Voting section above.

The following table sets forth, for the Class II nominees and our other current directors who will continue in office after the Annual Meeting, information with respect to their ages and positions held with Five9 as of April 15, 2019, the date of this Proxy Statement.

Name	Age	Positions Held with the Company
Class II Director Nominee:
Jack Acosta	71	Director
Rowan Trollope	46	Director, Chief Executive Officer
David Welsh	51	Director, Lead Independent Director
Other Current Directors:
Class III Directors whose terms expire at the 2020 annual meeting of stockholders
Kimberly Alexy	48	Director
Michael Burkland	56	Director, Executive Chairman
Robert Zollars	61	Director
Class I Directors whose terms expire at the 2021 annual meeting of stockholders
Michael Burdiek	59	Director
David DeWalt	54	Director

Information Regarding the Nominees

Jack Acosta, age 71, has served as a member of our Board of Directors since April 2011. Since May 2001, Mr. Acosta has served on the board of directors of Integral Development Corporation, a financial services software company. Since October, 2013, Mr. Acosta has served on the board of directors of Rimini Street, Inc., an enterprise software support services company. From February 1999 to September 2001, Mr. Acosta served as Chief Financial Officer and Vice President, Finance of Portal Software, a software company acquired by Oracle Corporation in 2006. From July 1996 to January 1999, Mr. Acosta served as Executive Vice President and Chief Financial Officer of Sybase, Inc., a database company acquired by SAP. Mr. Acosta holds a B.S. degree in Industrial Relations from California State University East Bay, an M.S. degree in Management Sciences from California State University East Bay and an Honorary Doctor of Humane Letters degree from California State University East Bay.

Mr. Acosta was selected to serve on our Board of Directors because of his accounting, financial, operating and management experience, service on the boards of directors of numerous other companies, financial expertise through his service as chief financial officer of public software companies, and experience in overseeing auditors and financial audits.

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Rowan Trollope, age 46, has served as our Chief Executive Officer since May 2018 and is a 27-year veteran of the enterprise software industry. Prior to being appointed as our Chief Executive Officer and as a director of our company, Mr. Trollope served as Senior Vice President and General Manager, Applications Group at Cisco Systems, Inc. (“Cisco”), an information technology company, since October 2015. From November 2012 to October 2015, Mr. Trollope served as Senior Vice President and General Manager, Collaboration Technology Group of Cisco. From May 2017, Mr. Trollope served as a director of VeriFone Systems, Inc. until its acquisition in August 2018.

Mr. Trollope was selected to serve on our Board of Directors because of the perspective he will bring to our Board as Chief Executive Officer and his extensive experience in the technology industry.

David Welsh, age 51, has served as a member of our Board of Directors since January 2011 and has served as our Lead Independent Director since February 2014. Mr. Welsh also served as a member of our Board of Directors from May 2005 to March 2007. Mr. Welsh is a Member and is Head of TMT Growth Equity within KKR’s Private Equity platform, where he serves on the TMT growth equity investment committee. Prior to joining KKR in October 2016, Mr. Welsh was a Partner with Adams Street Partners, a venture capital firm, from April 2008 to September 2016. From March 2007 to April 2008, Mr. Welsh served as Executive Vice President of Corporate Strategy and Business Development of McAfee, Inc. From June 2000 to March 2007, Mr. Welsh served as a General Partner of Partech International, LLC, a venture capital firm. Mr. Welsh holds a J.D. degree from the University of California, Berkeley, School of Law and a B.A. degree in International Relations from the University of California, Los Angeles.

Mr. Welsh was selected to serve on our Board of Directors because of his experience as a venture capitalist, his corporate strategy and business development expertise and service on the boards of directors of numerous other companies.

The Board Of Directors Recommends A Vote “FOR” Each Named Nominee.

Information Regarding Other Directors Continuing in Office

Class III Directors — Term ending at the 2020 annual meeting of stockholders

Kimberly Alexy, age 48, has served as a member of our Board of Directors since October 2013. Since June 2005, Ms. Alexy has served as the Principal of Alexy Capital Management, a private investment management firm that she founded. Since November 2018, Ms. Alexy has served on the board of directors of Western Digital, a leading provider of data storage devices and solutions. Since February 2017, Ms. Alexy has served on the board of directors of Alteryx, an enterprise software provider. From September 2016, Ms. Alexy served on the board of directors of Microsemi Corporation, a semiconductor company, until its acquisition in May 2018. Since January 2015, Ms. Alexy has served on the board of directors of FireEye, Inc., a global network security company. Since May 2008, Ms. Alexy has served on the board of directors of CalAmp Corp., a global provider of wireless communications solutions. From August 2012 through June 2014, Ms. Alexy served as an Adjunct Lecturer at San Diego State University in the Graduate School of Business. From 1998 to January 2003, Ms. Alexy served as Senior Vice President and Managing Director of Equity Research for Prudential Securities, where she served as a principal technology hardware analyst for the firm. From July 1995 to 1998, Ms. Alexy served as Vice President of Equity Research at Lehman Brothers, a financial services firm, where she covered the computer hardware sector. Ms. Alexy is a Chartered Financial Analyst (CFA), and holds a B.A. degree from Emory University and an M.B.A. degree with a concentration in Finance and Accounting from the College of William and Mary.

Ms. Alexy shall continue to serve on our Board of Directors because of her extensive experience in the financial services industry as an investment professional, which brings an institutional investor prospective to our Board, her significant financial and accounting expertise and service on other public company boards.

Michael Burkland, age 56, has served as the Executive Chairman of our Board of Directors since December 2017 and prior to that was Chairman since February 2014. He has been a member of our Board of Directors since January 2008. Mr. Burkland served as our Chief Executive Officer from January 2008 to December 2017 and as our President from January 2012 to December 2017. Since June 2016, Mr. Burkland has served on the board of directors of Vocera Communications, Inc., a communications technology company. From 2002 to 2007, Mr. Burkland worked with the Interim CEO Network, serving as an interim CEO for venture-backed technology companies, as well as heading up the firm’s strategic advisory practice. From 2000 to 2001, Mr. Burkland served as Chief Executive Officer of Omniva Policy Systems Inc., a pioneer in enterprise policy management and e-mail security, where he built and implemented the company’s initial go-to-market strategy for the enterprise market. From 1994 to 1998, Mr. Burkland served as Chief

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Executive Officer of Eventus Software, Inc., a leading developer of web content management software, which was acquired by Segue Software, Inc. in 1998. Earlier in his career, he held various positions at Oracle Corporation, Patrol Software and BMC Software, Inc. Mr. Burkland holds M.B.A. and B.A. degrees from the University of California, Berkeley. Mr. Burkland is the brother of Daniel Burkland, the President of the Company.

Mr. Burkland shall continue to serve on our Board of Directors because of his perspective and experience as our then-Chief Executive Officer and his extensive experience as a Chief Executive Officer of companies in the technology industry.

Robert Zollars, age 61, has served as a member of our Board of Directors since December 2013. Since March 2017, Mr. Zollars has served on the board of directors of Change Healthcare, a technology provider to the healthcare industry. Since November 2015, he has served on the board of Kate Farms, a plant based healthcare nutrition company. Since November 2014, Mr. Zollars has served in various roles at Frazier Healthcare Partners, a private growth equity firm, including currently as a senior advisor and previously as an operating partner. He serves as executive chairman of Parata and Appian Rx, two of Frazier’s portfolio companies. Mr. Zollars served as Chairman and CEO of Vocera from 2007 to 2013, then executive chairman until 2014 and as Vocera’s chairman until June 2015. From February 2005 to February 2016, Mr. Zollars served on the board of directors of Diamond Foods, Inc., a packaged foods company that was acquired by Snyder’s-Lance, Inc. in February 2016, and as chairman of its board of directors from February 2012 to February 2016. From May 2004 to November 2017, Mr. Zollars served as a member of the board of directors of VWR International, LLC, a global supplier to laboratory and production facilities. Mr. Zollars holds a B.S. degree in Marketing from Arizona State University, where he is currently Chair, Trustee’s of ASU, and an M.B.A. degree in Finance from John F. Kennedy University. Mr. Zollars is a board leadership fellow with the National Association of Corporate Directors.

Mr. Zollars shall continue to serve on our Board of Directors because of his experience as a Chief Executive Officer and service on the boards of directors of numerous other companies.

Class I Directors — Term ending at the 2021 annual meeting of stockholders

Michael Burdiek, age 59, has served as a member of our Board of Directors since September 2015. Since 2011, Mr. Burdiek has served as the President and Chief Executive Officer and also as a member of the board of directors of CalAmp Corp., a global provider of wireless communications solutions. From 2006 to 2011, Mr. Burdiek held various positions at CalAmp, including President of CalAmp’s Wireless DataCom segment and President and Chief Operating Officer. Mr. Burdiek holds an M.B.A. and an M.S. degree in electrical engineering from California State University, Fullerton, and a B.S. degree in electrical engineering from Kansas State University.

Mr. Burdiek shall continue to serve on our Board of Directors because of his strategic and operational experience, experience as Chief Executive Officer of a publicly traded technology company, along with a deep understanding of technology and go-to-market strategies.

David DeWalt, age 54, has served as a member of our Board of Directors since April 2012. Since November 2017, Mr. DeWalt has served as the Managing Director of AllegisCyber, an early stage venture capital investment firm that focuses on cybersecurity. Since June 2015, Mr. DeWalt has served as Vice Chairman of the board of directors of ForeScout Technologies, Inc., a leading cybersecurity provider of continuous monitoring and mitigation solutions. Since November 2011, Mr. DeWalt has served on the board of directors of Delta Air Lines, Inc, an airline company. From November 2012 until February 2017, Mr. DeWalt was a director of FireEye, Inc., a global network security company. From November 2012 until June 2016, Mr. DeWalt served as Chairman of the board of directors and Chief Executive Officer of FireEye and from June 2016 until February 2017, Mr. DeWalt served as the Executive Chairman of FireEye. From November 2005 to May 2013, Mr. DeWalt served on the board of directors of Polycom, Inc., a telepresence and voice communication solutions company. From February 2011 to April 2013, Mr. DeWalt served on the board of directors of Jive Software, Inc., a software company in the social business software industry. From April 2007 to February 2012, Mr. DeWalt served as President, Chief Executive Officer and Director of McAfee, Inc. Mr. DeWalt holds a B.S. degree in Computer Science from the University of Delaware.

Mr. DeWalt shall continue to serve on our Board of Directors because of his experience as Chief Executive Officer of publicly-held technology companies, expertise in software technology and service on the boards of directors of numerous other companies.

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CORPORATE GOVERNANCE

Director Independence

Our Board of Directors reviews at least annually the independence of each director. During these reviews, the Board of Directors considers transactions and relationships between each director (and his or her immediate family and affiliates) and our company and its management to determine whether any such transactions or relationships are inconsistent with a determination that the director is independent. This review is based primarily on responses of the directors to questions in a directors’ and officers’ questionnaire regarding employment, business, familial, compensation and other relationships with us and our management.

The Board of Directors has determined that each of Jack Acosta, Kimberly Alexy, Michael Burdiek, David DeWalt, David Welsh and Robert Zollars are “independent” under the applicable listing standards of NASDAQ.

As required by NASDAQ, our independent directors meet in regularly scheduled executive sessions at which only independent directors are present.

Board Leadership Structure

Our Board does not have a policy requiring that the positions of Chairman and Chief Executive Officer be separate or be occupied by the same individual. Mr. Burkland has been serving as our Executive Chairman since December 2017. Until Mr. Trollope was appointed as the Chief Executive Officer and a Class II director of the Company in May 2018, Mr. Zwarenstein served as our Interim Chief Executive Officer. Currently, the roles are separate, with Mr. Burkland serving as our Executive Chairman and Mr. Trollope as our Chief Executive Officer. Our Board believes that this leadership structure is appropriate for us at this time because it allows Mr. Burkland to set our strategic direction, while allowing Mr. Trollope to focus on our day-to-day operations. This leadership structure also allows Mr. Burkland, who has over 10 years of experience with our company to set the Board’s agenda, in coordination with our Lead Independent Director, and lead the Board in its oversight of management. Our Board may periodically review its leadership structure and may combine the positions of Chairman and Chief Executive Officer in the future if it believes that would be in the best interests of the Company and its stockholders.

Our corporate governance guidelines provide that one of our independent directors shall serve as our Lead Independent Director at any time when our Chief Executive Officer serves as the Chairman of our Board of Directors or if the Chairman is not otherwise independent. Our Lead Independent Director presides over regular meetings of our independent directors, serves as a liaison between our Executive Chairman and our independent directors and between our Chief Executive Officer and our independent directors, and performs such additional duties as our Board of Directors may otherwise determine and delegate. Mr. Welsh has served as our Lead Independent Director since February 2014. 

Risk Oversight Management

Risk is inherent with every business and we face a number of risks, including strategic, financial, cybersecurity, operational, legal/compliance, governance and reputational risks. Our management is responsible for the day-to-day management of the risks that we face. Our Board of Directors as a whole has responsibility for the oversight of enterprise risk management, including cybersecurity. Our Audit Committee is responsible for overseeing the process by which management assesses and manages our exposure to risk, as well as our major financial risk exposures and the steps management takes to monitor and control such exposures, based on consultation with our management, independent auditors and our internal auditors. The Compensation Committee reviews processes related to, and steps taken to mitigate material risks related to, our compensation programs. The Nominating and Governance Committee is responsible for overseeing risks related to corporate governance. The oversight roles of the Board and the committees are supported by management reporting processes that are designed to provide the Board, the Audit Committee, the Compensation Committee and the Nominating and Governance Committee visibility into the identification, assessment and management of critical risks.

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Information Regarding the Board of Directors and Its Committees

The Board of Directors has three standing committees: the Audit Committee, the Compensation Committee and the Nominating and Governance Committee. The following table provides membership information for each of the standing Board committees as of April 15, 2019:

Name	Audit Committee	Compensation Committee	Nominating and Governance Committee
Michael Burkland
Rowan Trollope
Jack Acosta	chair
Kimberly Alexy	member	member
Michael Burdiek	member	member
David DeWalt			member
David Welsh			chair
Robert Zollars		chair	member

The composition and responsibilities of each standing committee are described below. Members will serve on these standing committees until their resignation or until otherwise determined by our Board of Directors.

Audit Committee

Our Audit Committee operates under a formal charter, which is available free of charge on our website at http://investors.five9.com in the “Governance” section. Our Audit Committee oversees our accounting and financial reporting processes and the audit of our financial statements and assists our Board of Directors in monitoring our financial systems and legal and regulatory compliance. Our Audit Committee is responsible for, among other things:

• appointing, approving the compensation of and assessing the qualifications and independence of our independent registered public accounting firm;

• pre-approving audit, review and attest services and fees and permissible non-audit services and fees from our independent registered public accounting firm;

• reviewing annually a report by the independent registered public accounting firm regarding the independent registered public accounting firm’s internal quality control procedures and various issues relating thereto;

• coordinating the oversight and reviewing the adequacy of our disclosure controls and procedures and internal control over financial reporting with both management and the independent registered public accounting firm;

• reviewing and discussing with management and the independent registered public accounting firm our annual and quarterly consolidated financial statements and related disclosures;

• approving the appointment of the head of our internal audit function and overseeing and assessing the performance of the internal audit function;

• periodically reviewing legal compliance matters, significant accounting and other financial risks or exposures to our company and reviewing and, if appropriate, approving all transactions between our company or its subsidiaries and any related party (as described in Item 404 of Regulation S-K); and

• reviewing the audit committee report required by SEC rules to be included in our annual proxy statement.

The Audit Committee has the power to investigate any matter brought to its attention within the scope of its duties and the authority to retain counsel and advisors at our expense to fulfill its responsibilities and duties.

Our Audit Committee is comprised of Mr. Acosta, Ms. Alexy and Mr. Burdiek. Mr. Acosta is the chairperson of the committee. Our Board of Directors has designated Mr. Acosta as an “audit committee financial expert” as defined under the rules of the SEC implementing Section 407 of the Sarbanes Oxley Act of 2002. The Audit Committee met six times during the year ended December 31, 2018.

Our Board of Directors has considered the independence and other characteristics of each member of our Audit Committee and has concluded that the composition of our audit committee meets the requirements for independence

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under the current requirements of SEC rules and regulations. Audit Committee members must satisfy additional independence criteria set forth under Rule 10A-3 under the Exchange Act. In order to be considered independent for purposes of the Rule 10A-3, an Audit Committee member may not, other than in his or her capacity as a member of the audit committee, accept consulting, advisory or other fees from us or be an affiliated person. Each of the members of our Audit Committee qualifies as an independent director pursuant to Rule 10A-3.

Compensation Committee

Our Compensation Committee operates under a formal charter, which is available free of charge on the Company’s website at http://investors.five9.com in the “Governance” section. Our Compensation Committee is responsible for developing and maintaining our compensation strategies and

• reviewing and approving our executive and director compensation policies and programs;

• reviewing and approving base salary, cash incentive compensation, equity incentive compensation and other compensation for our executive officers;

• administering our cash-based incentive plans for our executive officers and equity based incentive plans;

• overseeing the management continuity and succession planning process (except as otherwise within the scope of our nominating and governance committee) with respect to our officers;

• preparing any report on executive compensation required by the applicable rules and regulations of the SEC and other regulatory bodies; and

• managing such other matters that are delegated to our Compensation Committee by applicable law or by the Board of Directors from time to time.

The Compensation Committee also has the power to investigate any matter brought to its attention within the scope of its duties and authority to retain legal counsel and advisors at our expense to fulfill its responsibilities and duties.

Our Compensation Committee is comprised of Ms. Alexy, Mr. Burdiek and Mr. Zollars, who is the chairperson of the committee. Each of the Compensation Committee members meet the independence requirements set forth in the rules of NASDAQ and the “non-employee director” standard within the meaning of Rule 16b-3(b)(3) promulgated under the Exchange Act. The Compensation Committee met 11 times during the year ended December 31, 2018.

Processes and Procedures for Compensation Decisions

Our Compensation Committee is responsible for the executive compensation program for our executive officers and reports to our Board of Directors on its discussions, decisions and other actions. Typically, our Chief Executive Officer makes recommendations to our Compensation Committee, often attends committee meetings and is involved in recommending compensation for the respective executive officers who report to him, except that the Chief Executive Officer does not make recommendations as to his own compensation. Our Chief Executive Officer and Vice President of Human Resources develop and provide recommendations to our Compensation Committee for performance metrics and target award opportunities regarding short-term and long-term compensation for all executive officers (other than themselves) based on our annual operating plan, as well as provide information at quarter end regarding individual and company performance. In 2018, Mr. Zwarenstein performed this chief executive officer function until Mr. Trollope was appointed as our Chief Executive Officer effective May 3, 2018. In 2018, neither Mr. Zwarenstein nor Mr. Trollope made recommendations regarding their own compensation. Our Compensation Committee then reviews the recommendations and other data and makes decisions as to total compensation for each executive officer including the Chief Executive Officer, as well as each individual compensation component.

Our Compensation Committee is authorized to retain the services of one or more executive compensation advisors, as it sees fit, in connection with the establishment of our compensation programs and related policies. Our Compensation Committee retained Compensia, Inc. (“Compensia”) a national compensation consultant, beginning in 2013, to provide it with information, recommendations and other advice relating to executive compensation on an ongoing basis. Compensia serves at the discretion of our Compensation Committee. Our Compensation Committee engaged Compensia to assist in developing an appropriate group of peer companies to help us determine the appropriate level of overall compensation for our executive officers, as well as assess each separate element of compensation, with a goal of ensuring that the compensation we offer to our executive officers is consistent with our compensation philosophy and objectives.

Following a review of the independence of Compensia, the Compensation Committee concluded that no conflict of interest exists with respect to the work of Compensia.

Compensation Committee Interlocks and Insider Participation

Ms. Alexy and Messrs. Burdiek and Zollars served as members of our Compensation Committee during 2018. None of the members of our Compensation Committee is or has been an officer or employee of our company. None of our executive officers currently serves, or in 2018 has served, as a member of the board of directors or compensation committee (or other board committee performing equivalent functions) of any other company that has one or more of its executive officers serving on our Board of Directors or Compensation Committee.

Nominating and Governance Committee

Our Nominating and Governance Committee operates under a formal charter, which is available free of charge on the Company’s website at http://investors.five9.com in the “Governance” section. Our Nominating and Governance Committee oversees and assists our Board of Directors in reviewing and recommending corporate governance policies and nominees for election or appointment to our Board of Directors and its committees. The Nominating and Governance Committee is responsible for, among other things:

• assessing, developing and communicating with our Board of Directors concerning the appropriate criteria for nominating and appointing directors, including the size and composition of the Board of Directors, corporate governance policies, applicable listing standards, laws, rules and regulations, our nominating policy and other factors considered appropriate by our Board of Directors;

• identifying and recommending to our Board of Directors the director nominees for annual and special meetings of our stockholders, or to fill a vacancy on the Board of Directors, in each case in accordance with the nominating policy;

• having sole authority to retain and terminate any search firm used to identify director candidates and approve the search firm’s fees and other retention terms;

• if and when requested by our Board of Directors, assessing and recommending to the Board of Directors the composition of each of its committees;

• reviewing, as necessary, any executive officer’s, and in certain circumstances, any director’s request to accept a directorship position with another company;

• developing, assessing and making recommendations to our Board of Directors concerning corporate governance matters, including appropriate revisions to our Charter, Bylaws, corporate governance policies, committee charters and nominating policy;

• overseeing an annual evaluation of our Board of Directors, its committees and each director and management;

• developing with management and monitoring the process of orienting new directors and continuing education for all directors; and

• regularly reporting its activities and any recommendations to our Board of Directors.

The Nominating and Governance Committee also has the power to investigate any matter brought to its attention within the scope of its duties. It also has the authority to retain counsel and advisors at our expense for any matters related to the fulfillment of its responsibilities and duties.

Our Nominating and Governance Committee is comprised of Mr. DeWalt, Mr. Zollars and Mr. Welsh, who is the chairperson of the committee. Each of the Nominating and Governance Committee members meet the independence requirements set forth in the rules of NASDAQ. Our Nominating and Governance Committee met four times during the year ended December 31, 2018.

Identifying, Evaluating and Recommending Nominees

The Nominating and Governance Committee initiates the process of identifying and recommending Board nominees by preparing a slate of potential candidates who, based on their biographical information and other information available to the Nominating and Governance Committee, appear to meet the criteria specified below and/or who have specific qualities, skills or experience being sought (based on input from the full Board of Directors). The

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Nominating and Governance Committee may engage a third-party search firm or other advisors to assist in identifying prospective nominees, consider stockholder suggestions for potential nominees or re-nominate existing directors based on their continuing qualifications. The Nominating and Governance Committee limits the number of officers or employees of the Company serving at any time on the Board to maintain a majority of independent directors.

After reviewing appropriate biographical information and qualifications, first-time candidates are to be interviewed by at least one member of the Nominating and Governance Committee and by the Chairman of the Board. Upon completion of the above procedures, the Nominating and Governance Committee determines the list of potential candidates to be recommended to the full Board of Directors for nomination at the annual meeting or special meeting or to fill any vacancy. The Board of Directors selects the slate of nominees (or in the case of a vacancy, selects such nominee) only from candidates identified, screened and approved by the Nominating and Governance Committee.

Qualifications for Director Nominees

The Nominating and Governance Committee has established the following minimum criteria for evaluating prospective board candidates:

• Reputation for integrity, strong moral character and adherence to high ethical standards.

• Holds or has held a generally recognized position of leadership in his or her community and/or chosen field of endeavor, and has demonstrated high levels of accomplishment.

• Demonstrated business acumen and experience, and ability to exercise sound business judgment and common sense in matters that relate to the current and long-term objectives of the Company.

• Ability to read and understand basic financial statements and other financial information pertaining to the Company.

• Commitment to understand the Company and its business, industry and strategic objectives.

• Commitment and ability to regularly attend and participate in meetings of the Board of Directors, committees of the Board of Directors and stockholders.

• Number of other company boards of directors on which the candidate serves and ability to generally fulfill all responsibilities as a director of the Company.

• Willingness to represent and act in the interests of all stockholders of the Company rather than the interests of a particular group.

• Good health, and ability to serve.

• For prospective non-employee directors, independence under applicable SEC and stock exchange rules, and the absence of any conflict of interest (whether due to a business or personal relationship) or legal impediment to, or restriction on, the nominee serving as a director.

• Willingness to accept the nomination to serve as a director of the Company.

Other Factors for Potential Director Nominee Consideration

The Nominating and Governance Committee will also consider the following factors in connection with its evaluation of each prospective nominee:

• Whether the prospective nominee will foster a diversity of backgrounds, skills, perspectives and experiences.

• For potential Audit Committee members, whether the nominee possesses the requisite education, training and experience to qualify as “financially literate” or as an audit committee “financial expert” or equivalent requirement under applicable SEC and stock exchange rules.

• For incumbent directors standing for re-election, the incumbent director’s performance during his or her term, including the number of meetings attended, level of participation, overall contribution to the Company, number of other company boards on which the director serves, and any changed circumstances affecting the individual director that may bear on his or her ability to continue to serve on the Board of Directors.

• The composition of the Board of Directors and whether the prospective nominee will add to or complement the Board of Director’s existing strengths.

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Stockholder Suggestions for Potential Nominees

Our Nominating and Governance Committee oversees and assists our Board of Directors in reviewing and recommending corporate governance policies and nominees for election to our Board of Directors and its committees. The Nominating and Governance Committee will consider suggestions of nominees from stockholders. There have not been material changes to the procedures by which our stockholders may recommend nominees to the Board of Directors as disclosed in our proxy statement for the 2018 annual meeting of stockholders filed with the SEC on April 3, 2018.

Meetings of the Board of Directors

The Board of Directors met 12 times during the year ended December 31, 2018. During the year ended December 31, 2018, each director then in office, attended 75% or more of the aggregate of the meetings of the Board of Directors and of the committees on which he or she served, held during the period for which he or she was a director or committee member.

Code of Business Conduct

The Board of Directors has adopted a code of business conduct and ethics that is applicable to all of our employees, officers and directors, including our chief executive and senior financial officers. The full text of our code of business conduct is, and any amendment to or waiver from a provision of our code of business conduct will be, posted on our website at http://investors.five9.com under the “Governance” section.

Stockholder Communications with the Board of Directors

Stockholders may communicate with our Board of Directors, either generally or with a particular director, by email at stockholdercommunication@five9.com or by writing to the following address:

The Board of Directors

c/o Secretary

Five9, Inc.

Bishop Ranch 8

4000 Executive Parkway, Suite 400

San Ramon, CA 94583

Each such communication should set forth (i) the nature of the stockholder’s interest in Five9 (including share ownership) and (ii) contact information for the individual submitting the communication (including name, address, telephone and email address, as applicable). Communications that are intended specifically for non-employee directors should be sent to the postal or email address above to the attention of the Chair of the Nominating and Governance Committee. The Secretary of Five9 will receive and review communications addressed to the Board of Directors, any committee of the Board of Directors or any director. The Secretary may communicate with the sender for necessary clarification.

The Secretary will not forward to the Board of Directors, any committee of the Board of Directors or any director communications that are not related to the duties and responsibilities of the Board of Directors, including, without limitation, spam, junk mail, advertisements, mass mailings, solicitations, job inquiries and opinion survey polls. Further, the Secretary will not communicate any offensive, inappropriate or otherwise irrelevant communications to the Board of Directors. The Secretary will maintain a log of any such communications not shared with the Board of Directors, which any director may review upon request, except that such log will not contain any spam, junk mail, advertisements, mass mailings, solicitations or similar information. The Secretary will share all proper communications with the Board, the appropriate committee of the Board of Directors or the appropriate director(s) on at least a quarterly basis.

Attendance at Annual Meeting of Stockholders by the Board of Directors

Pursuant to our Corporate Governance Guidelines, our directors are encouraged, but not required, to attend our annual meeting of stockholders. Ms. Alexy and Messrs. Acosta, Burdiek, Burkland, DeWalt, Trollope, Welsh and Zollars attended our 2018 annual meeting of stockholders on May 18, 2018.

Director Compensation

Consistent with our non-employee director compensation policy, in 2018 each non-employee director was eligible to earn an annual cash retainer, additional fees based on committee service, and an annual equity award under our 2014 Plan.

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Cash Compensation

The annual cash retainer amounts are payable in equal quarterly installments. Set forth below are the cash retainer amounts for our non-employee directors in 2018, except for Mr. Michael Burkland who does not receive cash compensation under our non-employee director compensation policy, but does receive cash compensation under his independent contractor agreement for his services as Executive Chairman.

• Annual Board of Directors Service Retainer:

◦ All Non-Employee Directors: $30,000

• Annual Chair Service Fee (in addition to the Annual Board of Directors Service Retainer):

◦ Chairman/Lead Director of the Board of Directors: $15,000

◦ Chairman of the Audit Committee: $20,000

◦ Chairman of the Compensation Committee: $10,000

◦ Chairman of the Nominating and Governance Committee: $7,500

• Annual Committee Member (non-Chair) Service Fee (in addition to the Annual Board of Director Service Retainer):

◦ Audit Committee: $7,500

◦ Compensation Committee: $5,000

◦ Nominating and Governance Committee: $3,000

Equity Compensation

• New Non-Employee Director RSU Grant: Under our non-employee director compensation policy, any individual who first became a non-employee director (other than as a result of an employee director transitioning to become a non-employee director), was entitled to an RSU award with an aggregate grant date fair value of $170,000, pro-rated for any partial year of service, vesting in full on the earliest to occur of (i) the first anniversary of the date of our last annual stockholders meeting immediately preceding the date of grant, (ii) immediately prior to the next succeeding annual stockholders meeting after the date of grant, and (iii) a change in control (as defined in our 2014 Plan), subject to the director’s continued service through such earliest date.

• Annual RSU Grant: Under our non-employee director compensation policy, on the date of each annual stockholder meeting, each non-employee director was granted an RSU award with an aggregate grant date fair value of $170,000 (based on the per share closing price of our common stock on the date of the annual stockholder meeting). The RSU award vests in full on the earliest to occur of (i) the first anniversary of the grant date, (ii) immediately prior to the next succeeding annual stockholders meeting after the date of grant, and (iii) a change in control (as defined in our 2014 Plan), subject to the director’s continued service through such earliest date.

The following table sets forth the total compensation earned by our non-employee directors during the year ended December 31, 2018.

2018 Director Compensation Table
Name	Fees Earned or Paid in Cash (1) ($)		Stock Awards (2)(3) ($)		All Other Compensation (4) ($)		Total ($)
Jack Acosta	$	50,000	$	169,993	$	—	$	219,993
Kimberly Alexy	42,500		169,993		—		212,493
Michael Burdiek	42,500		169,993		—		212,493
David DeWalt	33,000		169,993		—		202,993
David Welsh	52,500		169,993		—		222,493
Robert Zollars	43,000		169,993		—		212,993
Michael Burkland(4)	—		585,464		207,260		792,724

(1) Amounts represent the fees earned by or paid in cash to our non-employee directors in 2018 based on the non-employee director compensation policy set forth above.

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(2) The aggregate grant date fair values of equity awards in this column have been calculated in accordance with ASC Topic 718. See Note 7 of the notes to our consolidated financial statements in our Annual Report on Form 10-K for the year ended December 31, 2018 for a discussion of assumptions made in determining the grant date fair value of equity awards. All unvested and outstanding stock awards granted to our non-employee directors will become fully vested upon a change in control (as defined in our 2014 Plan).

(3) As of December 31, 2018, the number of outstanding stock options and unvested RSUs held by our non-employee directors were as follows:

Name	Stock Options Outstanding (#)	RSUs That Have Not Vested (#)
Jack Acosta	—	5,344
Kimberly Alexy	87,500	5,344
Michael Burdiek	—	5,344
David DeWalt	265,400	5,344
David Welsh	—	5,344
Robert Zollars	87,500	5,344
Michael Burkland	696,406	97,244

(4) Effective December 2, 2017, Mr. Burkland resigned as our Chief Executive Officer and President and became our Executive Chairman. In 2018, under his Executive Chairman independent contractor agreement, he received cash compensation of $200,000 and continued healthcare benefits of $7,260 in consideration of his advice and consultation on strategic initiatives, investor relations, talent development, organizational and other matters. In February 2018, the Compensation Committee approved an RSU grant to Mr. Burkland, in consideration of the increased time commitment by Mr. Burkland in his role as the Executive Chairman, which award equated to 13,900 RSUs granted on February 26, 2018, based on the approved formula value of $360,000 divided by the average closing price of our common stock on NASDAQ for 20 trading days through and including the second trading day prior to the grant date. The aggregate fair value of the grant in accordance with ASC 718 was $415,471, using a grant date closing stock price of $29.89 per share. The RSU grant vests in four quarterly installments from the vesting commencement date. Mr. Burkland also received the standard RSU award for non-employee directors.

2019 Director Compensation

To better align director compensation with the compensation paid by other companies in our peer group and based on input from Compensia, in February 2019, the Board of Directors approved an increase in the dollar amount of the annual and new director RSU awards to non-employee directors to $180,000 for 2019. Additionally, the annual chair service fee for the Chairman of the Compensation Committee was increased to $10,500 and the annual Nominating and Governance Committee member fee was increased to $3,500 for 2019. No other changes were made to the non-employee director compensation policy for 2019.

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PROPOSAL No. 2

ADVISORY VOTE ON NAMED EXECUTIVE OFFICER COMPENSATION

Pursuant to Section 14A of the Securities Exchange Act, we are providing our stockholders with the opportunity to vote to approve, on a non-binding, advisory basis, the compensation of our named executive officers (“NEOs”) as disclosed in this Proxy Statement. In accordance with the frequency approved by stockholders at our 2018 annual meeting and consistent with the Board of Directors’ recommendation, we are submitting this proposal for a non-binding vote on an annual basis. As described in detail in the “Compensation Discussion and Analysis” section in this Proxy Statement, our executive compensation program is designed to attract, motivate and retain our executive officers, who are critical to our success. Under this program our executive officers are rewarded for the achievement of specific short-term, long-term and strategic goals, as well as increased stockholder value. The Board of Directors believes our compensation program achieves the important goal of attracting and retaining talented professionals, while at the same time tying a substantial portion of the potential compensation for such executives to the achievement of Company goals. In addition, the Board of Directors believes that through the use of a blend of different elements of compensation, such as a performance bonus and equity awards, our compensation program balances incentives for both short-term and long-term Company performance. Overall, the Board of Directors believes our compensation program is fair to both the Company and our executives, appropriate for our industry and competitive with what our executives could otherwise receive elsewhere. Please read the “Compensation Discussion and Analysis” section in this proxy statement for additional details about our executive compensation program, including “Key Elements of Our 2018 Executive Compensation Program.”

The Board of Directors is asking our stockholders to indicate their support for the compensation of our NEOs as described in this Proxy Statement. This proposal, commonly known as a “say-on-pay” proposal, gives our stockholders the opportunity to express their views on our NEOs’ compensation. This vote is not intended to address any specific item of compensation or any single compensation philosophy, policy or practice, but rather the overall compensation of our NEOs as described in this Proxy Statement. Accordingly, we are asking our stockholders to vote “FOR” the following resolution at the Annual Meeting:

“RESOLVED, that the Company’s stockholders approve, on an advisory basis, the compensation of the Company’s NEOs, as disclosed in the Company’s proxy statement for the 2019 Annual Meeting of Stockholders pursuant to Item 402 of Regulation S-K, including the Compensation Discussion and Analysis, the Summary Compensation Table and the other related compensation tables and disclosure.”

The say-on-pay vote is advisory, and therefore not binding on Five9, the Compensation Committee or the Board of Directors. The Board of Directors and Compensation Committee value the opinions of our stockholders and to the extent there is any significant vote against the NEO compensation as disclosed in this Proxy Statement, the Board of Directors will consider our stockholders’ concerns and the Compensation Committee will evaluate whether any actions are necessary to address those concerns.

The Board of Directors Recommends A Vote “FOR” the Approval of the Compensation of

Our Named Executive Officers as disclosed in this Proxy Statement.

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PROPOSAL No. 3

RATIFICATION OF APPOINTMENT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

The Audit Committee of the Board of Directors has selected KPMG LLP as our independent registered public accounting firm for the year ending December 31, 2019. KPMG LLP has audited our financial statements since their appointment in 2012. Representatives of KPMG LLP are expected to be present at the Annual Meeting. They will have an opportunity to make a statement if they so desire and will be available to respond to appropriate questions.

Neither our Bylaws nor other governing documents or law require stockholder ratification of the appointment of KPMG LLP as our independent registered public accounting firm. However, the Board of Directors is submitting the appointment of KPMG LLP to the stockholders for ratification as a matter of good corporate practice. If the stockholders fail to ratify the appointment, the Audit Committee will reconsider whether or not to retain that firm. Even if the appointment is ratified, the Audit Committee in its discretion may direct the appointment of a different independent registered public accounting firm at any time during the year if it determines that such a change would be in the best interests of the Company and its stockholders.

Independent Registered Public Accounting Firm’s Fees

The following table summarizes the aggregate fees billed by KPMG LLP, our independent registered public accounting firm, for professional services provided for 2018 and 2017:

	2018		2017
	(In thousands)
Audit fees (1)	$	1,735	$	1,618
Audit-related fees (2)	160		33
Tax fees (3)	15		10
All other fees	—		—
Total fees	$	1,910	$	1,661

(1) Represents fees for professional services rendered for the audit of our annual financial statements, audit of the adoption of the new revenue standard, review of our quarterly financial statements and international statutory audits.

(2) Represents fees and expenses related to the performance of the audit and review of our financial statements, including those incurred in connection with our issuance of 0.125% Convertible Senior Notes in May 2018.

(3) Represents fees for tax compliance and consulting services performed.

Pre-Approval Policies and Procedures

The Audit Committee’s policy is to pre-approve all audit and permissible non-audit services rendered by KPMG LLP, our independent registered public accounting firm, and related fees. The Audit Committee can pre-approve specified services in defined categories of audit services, audit-related services, tax services and related fees up to specified amounts, as part of the Audit Committee’s approval of the scope of the engagement of KPMG LLP or on an individual case-by-case basis before KPMG LLP is engaged to provide a service. Additionally, the Audit Committee Chair is authorized to pre-approve audit and non-audit services and the fees therefor if (i) they are individually less than or equal to $50,000, (ii) the Audit Committee Chair reports such approvals to the Audit Committee at its next regular meeting thereafter and (iii) KPMG LLP confirms that such services will not impact KPMG LLP’s independence. All audit, audit-related and tax services were pre-approved by the Audit Committee or Audit Committee Chair (as set forth above). The Audit Committee has determined that, subject to reasonable limits, the rendering of the services other than audit services by KPMG LLP is compatible with maintaining the independent registered public accounting firm’s independence.

The Board of Directors Recommends A Vote “FOR” the Ratification of the Appointment of

KPMG LLP As Five9’s Independent Registered Public Accounting Firm for

Its Fiscal Year Ending December 31, 2019.

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Audit Committee Report

The Audit Committee of the Board of Directors currently consists of the three non-employee directors named below. The Board of Directors annually reviews the NASDAQ listing standards’ definition of independence for Audit Committee members and has determined that each member of the Audit Committee meets that standard. The Board of Directors has also determined that Mr. Acosta is an audit committee financial expert as described in applicable rules and regulations of the SEC.

The principal purpose of the Audit Committee is to assist the Board of Directors in its general oversight of the Company’s accounting practices, system of internal controls, audit processes and financial reporting processes. The Audit Committee is responsible for appointing and retaining our independent registered public accounting firm and approving the audit and non-audit services to be provided by the independent registered public accounting firm. The Audit Committee’s function is more fully described in the Audit Committee Charter, which the Board of Directors has adopted and which the Audit Committee reviews on an annual basis.

The Company’s management is responsible for preparing our consolidated financial statements in accordance with generally accepted accounting principles in the United States (“U.S. GAAP”). KPMG LLP, our independent registered public accounting firm, is responsible for performing an independent audit of our consolidated financial statements and expressing an opinion as to whether those consolidated financial statements fairly present, in all material respects, the financial position, results of operations, and cash flows of the Company in conformity with U.S. GAAP.

The Audit Committee has reviewed and discussed with our management the audited consolidated financial statements of the Company included in our Annual Report on Form 10-K for the fiscal year ended December 31, 2018 (“10-K”).

The Audit Committee has also reviewed and discussed with KPMG LLP the audited consolidated financial statements in the 10-K and the audit results. In addition, the Audit Committee discussed with KPMG LLP the matters required to be discussed by Public Company Accounting Oversight Board (“PCAOB”) Auditing Standard No. 1301 “Communication with Audit Committees”, Rule 2-07 “Communication with Audit Committees”of Regulation S-X, and other PCAOB Rules and Standards. In addition, the Audit Committee received from and discussed with KPMG LLP the written disclosures and the letter, as required by PCAOB Ethics and Independence Rule 3526 “Communication with Audit Committees Concerning Independence,” and discussed KPMG LLP’s independence with them.Upon completing these activities, the Audit Committee concluded that KPMG LLP is independent from the Company and its management.

Based upon the review and discussions described above, the Audit Committee recommended to the Board of Directors that the audited consolidated financial statements be included in the Company’s 10-K and filed with the Securities and Exchange Commission.

Submitted by the Audit Committee of the Board of Directors:

Jack Acosta (Chair)

Kimberly Alexy

Michael Burdiek

EXECUTIVE OFFICERS

The following table sets forth the names, ages and positions of our executive officers who are not also directors of Five9 as of April 15, 2019, the date of this Proxy Statement.

Name	Age	Positions
Barry Zwarenstein	70	Chief Financial Officer and Secretary
Daniel Burkland	54	President
Scott Welch	54	Executive Vice President, Cloud Operations
Ryan Kam	49	Chief Marketing Officer
James Doran	46	Executive Vice President of Strategy and Operations
David Pickering	48	Executive Vice President of Engineering
Jonathan Rosenberg	47	Chief Technology Officer

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Barry Zwarenstein, age 70, has served as our Chief Financial Officer since January 2012 and was our Interim CEO from December 2017 to May 2018. From November 2007 to October 2015, Mr. Zwarenstein served on the board of directors of Dealertrack Technologies, Inc., a provider of subscription-based software for the automotive retail industry that was acquired by Cox Automotive, Inc. in October 2015. From September 2008 to November 2011, Mr. Zwarenstein served as Senior Vice President and Chief Financial Officer of SMART Modular Technologies, Inc., a designer, manufacturer and supplier of electronic subsystems to original equipment manufacturers that was acquired by Silver Lake Partners in August 2011. From July 2004 through August 2008, Mr. Zwarenstein served as Chief Financial Officer of VeriFone Holdings, Inc., a provider of point-of-sale systems. From November 2001 to June 2004, Mr. Zwarenstein served as Chief Financial Officer of Iomega Corporation, a provider of storage and network security systems. From January 2001 to June 2001, Mr. Zwarenstein served as Vice President and Chief Financial Officer of Mellanox Technologies Ltd., a fabless semiconductor company. From October 1998 to December 2000, Mr. Zwarenstein served as Chief Financial Officer of Acuson Corporation, a medical ultrasound company that was acquired by Siemens AG in 2000. From July 1996 to September 1998, Mr. Zwarenstein served as Chief Financial Officer of Logitech International S.A., a provider of peripherals for computers and other digital platforms. Mr. Zwarenstein holds a Bachelor of Commerce degree from the University of KwaZulu-Natal, South Africa, and an M.B.A. degree from the Wharton School at the University of Pennsylvania. He is qualified as a Chartered Accountant (South Africa).

Daniel Burkland, age 54, has served as our President since December 2017. From October 2016 to December 2017, Mr. Burkland served as our Executive Vice President of Global Sales and Services. From March 2014 to October 2016, he served as our Executive Vice President of Global Sales and Business Development. From December 2009 to February 2014, he served as our Senior Vice President of Enterprise Sales and Business Development. From April 2006 to November 2009, Mr. Burkland served as Senior Vice President of Sales at Transera Communications, Inc., a cloud contact center software company. From December 2003 to March 2006, Mr. Burkland served as Senior Vice President of Worldwide Sales of IP Unity, Inc., a provider of carrier-hosted unified communications and conferencing solutions. From August 1997 to November 2003, Mr. Burkland held various sales management roles with Cisco Systems, Inc. and GeoTel Communications LLC, which was acquired by Cisco in 1999. Mr. Burkland holds a B.S. degree from California State University at Chico. Mr. Burkland is the brother of Michael Burkland, our Executive Chairman and former CEO and President.

Scott Welch, age 54, has served as our Executive Vice President, Cloud Operations since March 2017. From March 2014 to March 2017, Mr. Welch served as our Executive Vice President of Cloud Operations and Platform Engineering. From September 2004 to February 2014, Mr. Welch served as Executive Vice President and Chief Operating Officer of inContact, Inc., a provider of cloud contact center software solutions. He served as inContact’s Chief Operating Officer from October 2004 to February 2014 and Chief Security Officer from December 2009 to February 2014. Mr. Welch holds a B.S. degree from Utah Valley University.

Ryan Kam, age 49, has served as our Chief Marketing Officer since October 2018. From July 2016 to September 2018, Mr. Kam was Chief Creative/Digital Officer at AppDynamics. From September 2013 to August 2016, Mr. Kam was Vice President Head of Digital Marketing at salesforce.com, inc. or salesforce. From October 2009 to August 2013, he held various positions at salesforce. Mr. Kam holds a B.S. degree in psychology and political science from San Diego State University.

James Doran, age 46, has served as our Executive Vice President of Strategy and Operations since November 2018. From March 2013 to November 2018, Mr. Doran was Vice President of Strategy and Business Operations at Cisco. From September 2011 to March 2013, Mr. Doran was Vice President, Business Operations and Strategy at Symantec Corporation. From June 2003 to August 2011, he held various positions at Symantec Corporation, including as Vice President and Head of Corporate Strategy, Planning and Market Intelligence. Mr. Doran holds a B.A. degree from University of Notre Dame and an M.B.A. degree from the Thunderbird School of Global Management.

David Pickering, age 48, has served as our Executive Vice President of Engineering since December 2018. From December 2015 to December 2018, Mr. Pickering was Vice President of Engineering at Intuit, Inc., and from December 2012 to December 2015, he was Development Director at Intuit, Inc., where he led engineering for QuickBooks Online and launched QuickBooks Accountant segment. Mr. Pickering holds a B.E. degree from University of California, Berkeley.

Jonathan Rosenberg, age 47, has served as our Chief Technology Officer since January 2019. From October 2013 to November 2018, Mr. Rosenberg was Vice President and Chief Technology Officer, Collaboration at Cisco, and from February 2013 to October 2013, he was Vice President and Chief Technology Officer, Cloud Collaboration at

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Cisco. Mr. Rosenberg holds a Ph.D. from Columbia University. He received S.B. and S.M. degrees in electrical engineering from Massachusetts Institute of Technology.

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SECURITY OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT

The following table sets forth certain information known to us regarding beneficial ownership of our common stock as of April 1, 2019 by:

• each person known by us to be the beneficial owner of more than 5% of any class of our voting securities;

• our named executive officers;

• each of our directors; and

• all current executive officers and directors as a group.

Beneficial ownership is determined in accordance with the rules of the SEC, and generally includes voting power and/or investment power with respect to the securities held. Shares of common stock subject to options currently exercisable or exercisable within 60 days of April 1, 2019 and RSUs that vest within 60 days of April 1, 2019 are deemed outstanding and beneficially owned by the person holding such options for purposes of computing the number of shares and percentage beneficially owned by such person, but are not deemed outstanding for purposes of computing the percentage beneficially owned by any other person. Except as indicated in the footnotes to this table and subject to applicable community property laws, to our knowledge the persons or entities named have sole voting and investment power with respect to all shares of our common stock shown as beneficially owned by them. Percentage beneficially owned is based on 59,636,995 shares of common stock outstanding on April 1, 2019 plus shares of common stock otherwise deemed outstanding under applicable SEC rules. The table below is based upon information supplied by officers, directors and principal stockholders and Schedules 13G filed with the SEC.

Unless otherwise indicated, the principal address of each of the stockholders below is c/o Five9, Inc., Bishop Ranch 8, 4000 Executive Parkway, Suite 400, San Ramon, CA 94583.

	Beneficial Ownership
Name of Beneficial Owner	Common Stock		Options Exercisable Within 60 Days	RSUs Vesting Within 60 Days	Total Number of Shares Beneficially Owned		Percent
5% Stockholders:
The Vanguard Group, Inc.	6,875,357		—	—	6,875,357	(1)	11.5%
BlackRock, Inc.	4,271,831		—	—	4,271,831	(2)	7.2%
Named Executive Officers and Directors:
Rowan Trollope	475	(3)	2,986	—	3,461		*
Barry Zwarenstein	284,065	(4)	264,525	—	548,590		*
James Doran	—		—	—	—		—%
Ryan Kam	—		—	—	—		—%
Scott Welch	11,325	(5)	24,450	—	35,775		*
Michael Burkland	677,355	(6)	546,171	5,344	1,228,870		2.0%
Jack Acosta	136,828	(7)	—	5,344	142,172		*
Kimberly Alexy	22,328	(8)	87,500	5,344	115,172		*
Michael Burdiek	35,964	(9)	—	5,344	41,308		*
David DeWalt	328	(10)	227,400	5,344	233,072		*
David S. Welsh	16,978	(11)	—	5,344	22,322		*
Robert Zollars	45,828	(12)	87,500	5,344	138,672		*
All current directors and executive officers as a group (15 persons)	1,325,057		1,616,257	37,408	2,978,722		4.9%

*

Represents beneficial ownership of less than one percent (1%).

(1)

Represents shares beneficially owned by The Vanguard Group, Inc., or Vanguard, based on the Schedule 13G filed by Vanguard on February 11, 2019. According to the Schedule 13G, Vanguard has sole voting power with respect to 118,624 shares, shared voting power with respect to 6,400 shares, sole dispositive power with respect to 6,755,597 shares and shared dispositive power with respect to 119,760 shares. The address of Vanguard is 100 Vanguard Blvd., Malvern, PA 19355.

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(2)	Represents shares beneficially owned by BlackRock, Inc., or BlackRock, based on the Schedule 13G filed by BlackRock on February 11, 2019. According to the Schedule 13G, BlackRock has sole voting power with respect to 4,159,290 shares and sole dispositive power with respect to 4,271,831 shares. The address of BlackRock is 55 East 52nd Street, New York, NY 10055.
(3)	Consists of 475 shares directly owned by Rowan Trollope.
(4)	Consists of 39,800 shares directly owned by Barry Zwarenstein and 244,265 shares directly owned by a trust.
(5)	Consists of 11,325 shares directly owned by a trust.
(6)	Consists of 677,355 shares directly owned by a trust.
(7)	Consists of 22,155 shares directly owned by Jack Acosta and 114,673 shares held by a trust.
(8)	Consists of 22,328 shares directly owned by a trust.
(9)	Consists of 35,964 shares directly owned by Michael Burdiek.
(10)	Consists of 328 shares directly owned by a trust.
(11)	Consists of 16,978 shares directly owned by David S. Welsh.
(12)	Consists of 45,828 shares directly owned by Robert Zollars.

SECTION 16(a) BENEFICIAL OWNERSHIP REPORTING COMPLIANCE

The members of the Board of Directors, our executive officers and persons who hold more than 10% of our outstanding common stock are subject to the reporting requirements of Section 16(a) of the Exchange Act, which require them to file reports with respect to their ownership of our common stock and their transactions in our common stock. Based solely on a review of the copies of those reports furnished to us, or written representations that no reports were required, we believe that, during the most recent fiscal year, all Section 16(a) filing requirements applicable to our directors, executive officers and 10% or more beneficial owners were satisfied, except that one Form 4 for each of Mr. Zwarenstein, Mr. Welch and Mr. Gaurav Passi (former Executive Vice President, Product) was filed timely in 2018, but due to a clerical error incorrectly reported the number of options granted in one transaction, which was subsequently amended to correct the clerical error. One additional Form 4 for Mr. Welsh was filed timely in 2018, but due to a clerical error incorrectly reported the number of securities beneficially owned following the reported transaction, which was subsequently amended to correct the clerical error.

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EXECUTIVE COMPENSATION

Compensation Committee Report

The information contained in the following Compensation Committee Report shall not be deemed to be soliciting material or to be filed with the Securities and Exchange Commission, nor shall such information be incorporated by reference into any future filing under the Securities Act of 1933, as amended, or the Securities Exchange Act of 1934, as amended, except to the extent that the Company specifically incorporates it by reference in such filing.

The Compensation Committee has reviewed and discussed with our management the Compensation and Analysis included in this Proxy Statement set forth below, Based on its review and discussions, the Compensation Committee recommended to the Board of Directors that the Compensation and Analysis be included in this Proxy Statement and incorporated by reference into our Annual Report on Form 10-K for the year ended December 31, 2018.

Submitted by the Compensation Committee of the Board of Directors:

Robert Zollars (Chair)

Kimberly Alexy

Michael Burdiek

Compensation Discussion and Analysis

This Compensation Discussion and Analysis provides information regarding our 2018 compensation program for the following named executive officers (“NEOs”) whose compensation is also set forth in the Summary Compensation Table and other compensation tables in this Proxy Statement:

• Rowan Trollope – our Chief Executive Officer

• Barry Zwarenstein – our Chief Financial Officer and Secretary

• James Doran – our Executive Vice President of Strategy and Operations

• Ryan Kam – our Chief Marketing Officer

• Scott Welch – our Executive Vice President, Cloud Operations

Effective December 2, 2017, the Board appointed Mr. Zwarenstein, our Chief Financial Officer, to the additional position of Interim Chief Executive Officer. Mr. Zwarenstein held the additional position of Interim Chief Executive Officer until Mr. Trollope was appointed to the position of Chief Executive Officer on May 3, 2018. Additionally, the Board, effective October 19, 2018, appointed Mr. Kam as our Chief Marketing Officer and effective November 19, 2018, appointed Mr. Doran as our Executive Vice President of Strategy and Operations.

Executive Summary

2018 Business Highlights

We achieved the following key financial results in 2018:

• total revenue for 2018 increased 29% to a record $257.7 million, compared to $200.2 million in 2017.

• operating cash flow for 2018 was $38.6 million, compared to operating cash flow of $11.1 million in 2017.

• net loss decreased 98% to $(0.2) million, or $(0.00) per basic and diluted share in 2018, compared to net loss of $(9.0) million, or $(0.16) per basic and diluted share, in 2017.

2018 Executive Compensation Actions

In line with our performance and compensation objectives, the following actions related to 2018 compensation for our NEOs were approved:

• Appointment of New Chief Executive Officer In connection with Mr. Trollope’s appointment as our Chief Executive Officer in May 2018, we entered into an employment offer letter with Mr. Trollope dated April 7,

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2018 (the “Employment Letter”). Pursuant to the Employment Letter, our initial compensation arrangements with Mr. Trollope were as follows:

• an initial annual base salary of $575,000;

• a target annual cash bonus opportunity equal to 115% of his annual base salary; and

• an RSU award to acquire 468,227 shares of common stock, with a grant date fair value of $14,585,271 that will vest and settle as to one-third of the shares subject to the award on the first anniversary of the vesting commencement date, June 3, 2018, with the remaining shares to vest in equal quarterly installments over the subsequent two years, subject to his continued employment as our Chief Executive Officer on each vesting date.

Mr. Trollope’s employment arrangement was negotiated on our behalf by Mr. Burkland and approved by our Board of Directors. In establishing Mr. Trollope’s initial compensation arrangements, we took into consideration the requisite experience and skills that a qualified candidate would need to manage a growing business in a dynamic and ever-changing environment, the competitive market for similar positions at other comparable companies based on a review of compensation survey data provided by Compensia, the compensation amounts and opportunities forfeited by Mr. Trollope as a result of leaving his previous employer and the need to integrate Mr. Trollope into our executive compensation structure, balancing both competitive and internal equity considerations. For a summary of the material terms and conditions of Mr. Trollope’s employment offer letter, see “Summary of Employment Offer Letters with NEOs.”

• Base Salary During 2018, the Compensation Committee approved base salaries for its newly appointed executive officers including Messrs. Trollope, Kam and Doran. No continuing NEO received a base salary increase in 2018.

• Signing Bonus During 2018, the Compensation Committee approved a signing bonus for Mr. Kam.

• Short-Term Cash Incentive Awards In February 2018, the Compensation Committee approved performance targets for 2018 that were used to determine the amount of cash bonus awards that could be earned on a quarterly basis by our NEOs. Consistent with 2017, performance targets with respect to revenue and Adjusted EBITDA were established to focus our NEOs on key quarterly company financial goals contained in our annual operating plan, as well as individual performance objectives (other than Mr. Zwarenstein, during the time that he served in the additional position of Interim Chief Executive Officer, and Mr. Trollope, whose bonuses were determined solely based on our Company financial goals). We exceeded the target levels established for our Company financial goals in each quarter in 2018 and, after taking into account achievement of each NEO’s met individual performance objectives, the NEOs received an average payout of 118% of each NEO’s target bonus opportunity.

• Equity Awards In 2018, the Compensation Committee continued its practice of granting annual equity awards in the form of service-based stock options and/or restricted stock unit awards to our incumbent NEOs. In addition, our newly appointed executive officers Messrs. Trollope, Kam and Doran, each received new hire equity awards. In April 2018, the Compensation Committee approved an RSU award with a target dollar value equal to $14.0 million for Mr. Trollope. In September 2018, the Compensation Committee approved an RSU award with a target dollar value equal to $1.2 million and a stock option award with a target dollar value equal to $1.2 million for Mr. Kam. In November 2018, the Compensation Committee approved an RSU award with a target dollar value equal to $1.3 million and a stock option award with a target dollar value equal to $1.3 million for Mr. Doran.

2018 Executive Compensation Policies and Practices

We endeavor to design and implement our executive compensation policies and practices in accordance with sound governance standards. The Compensation Committee meets regularly throughout the year to review our executive compensation program on an ongoing basis to ensure that it is consistent with our short-term and long-term goals given the dynamic nature of our business and the market in which we compete for executive talent. The following policies and practices continued in effect during 2018:

• Independent Compensation Committee The Compensation Committee is comprised solely of independent directors.

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• Independent Compensation Committee Advisor The Compensation Committee engaged its own compensation consultant to assist with its 2018 compensation reviews and determinations. This consultant performed no consulting or other services for us.

• Annual Executive Compensation Review The Compensation Committee conducts an annual review and approval of our compensation strategy, including a review of our compensation peer group used for comparative purposes and a review of our compensation-related risk profile to ensure that our compensation-related risks are not reasonably likely to have a material adverse effect on us.

• Executive Compensation Policies and Practices Our compensation philosophy and related corporate governance policies and practices are complemented by several specific compensation practices that are designed to align our executive compensation with long-term stockholder interests, including the following:

• Compensation At-Risk Our executive compensation program is designed so that a significant portion of compensation is “at risk” based on corporate performance, as well as equity-based to align the interests of our executive officers and stockholders.

• Limited Perquisites We provide limited perquisites and other personal benefits to our executive officers including (i) reimbursement of ground transportation expenses to and from our corporate office to our Chief Executive Officer and (ii) standard relocation benefits.

• No Tax Reimbursements We do not provide any tax reimbursement payments (including “gross-ups”) on any perquisites or other personal benefits.

• No Special Health or Welfare Benefits Our NEOs participate in broad-based company-sponsored health and welfare benefit programs on the same basis as our other full-time, salaried employees.

• No Post-Employment Tax Reimbursements We do not provide any tax reimbursement payments (including “gross-ups”) on any severance or change-in-control payments or benefits.

• “Double-Trigger” Change in Control Arrangements All change in control payments and benefits for our current executive officers are based on a “double-trigger” arrangement (that is, they require both a change in control plus a qualifying termination of employment before payments and benefits are paid).

• Minimum Share Ownership Our board members and executive officers, including our NEOs, are subject to stock ownership guidelines as described below.

• Hedging and Pledging Prohibited We prohibit our employees and directors, including our NEOs, from engaging in transactions that are of a speculative nature, including entering into any short sales, put option contracts, transaction in straddles or similar arrangements based on our securities. We also prohibit our employees, including our NEOs, from pledging our securities.

2018 Stockholder Advisory Vote on Named Executive Officer Compensation

The Compensation Committee reviewed the results of the 2018 stockholder advisory vote on our NEO compensation and incorporated the results as one of the many factors considered in connection with the discharge of its responsibilities. Since a substantial majority (over 96%) of the votes on the executive compensation program proposal at the 2018 annual meeting voted in favor of the proposal, the Compensation Committee did not implement any substantive changes to our executive compensation program as a direct result of the stockholders’ advisory vote.

Compensation Philosophy and Objectives

We believe that the quality, skills, and dedication of our NEOs are critical factors affecting our performance and the creation of stockholder value. Accordingly, the key objective of our executive compensation program is to attract, retain, and motivate superior executive talent while maintaining an appropriate cost structure. In addition, we seek to implement a pay-for-performance philosophy by designing our executive compensation program to link a substantial portion of our NEOs’ target total direct compensation to the achievement of financial and strategic performance objectives that directly correlate to key company objectives and the long-term enhancement of stockholder value. Thus, the Compensation Committee believes that the compensation paid to our NEOs should be closely aligned with our corporate performance on both a short-term and long-term basis, linked to specific, measurable results such as revenue and Adjusted EBITDA, and that such compensation should assist us in motivating and retaining the key executive officers critical to our long-term success. Finally, our executive compensation program is designed to maintain an appropriate balance of short-term and long-term incentive compensation opportunities to ensure an appropriate focus on operational objectives and the creation of long-term stockholder value.

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Design and Approval of Our 2018 Compensation Program

We have structured our executive compensation program to have the flexibility to meet the demands of the dynamic nature of our business and the competitive market for executive talent in our industry and region. Therefore, our pay mix and annual incentive program for 2018 reflected the Compensation Committee’s ability to react quickly to hire, retain and motivate our key executives. To accomplish the foregoing objectives, for 2018, the Compensation Committee structured our executive compensation program to include the following principal compensation elements:

• base salaries at levels that we believe allow us to attract and retain key executive officers;

• quarterly cash incentive compensation opportunities tied to the achievement of pre-established quarterly performance goals related to important financial objectives set forth in our annual operating plan;

• long-term incentive compensation using a mix of stock options and restricted stock unit awards, to align the interests of our executive officers with those of our stockholders and to promote our performance and retention objectives; and

• limited post-employment compensation arrangements payable on an involuntary termination of employment.

Generally, the Compensation Committee seeks to allocate a significant portion of our NEOs’ target total direct compensation opportunity to elements that are performance-based and, therefore, “at risk,” including quarterly cash incentives. However, the Compensation Committee does not maintain formal policies for allocating between short-term and long-term compensation or between cash and non-cash compensation. Instead, the Compensation Committee maintains flexibility and adjusts different elements of compensation based upon its evaluation of our financial position (including cash needs), the impact on stockholder dilution, hiring and retention concerns, and consideration of the compensation level and mix paid by our compensation peer group.

While compensation levels and weighting of performance goals may differ among our NEOs based on the role, responsibilities and performance of each individual, there are no material differences in the compensation philosophy, policies, or practices among our NEOs.

Role of Compensation Committee

The Compensation Committee is the primary architect of our executive compensation program. The Compensation Committee conducts an annual review of our executive compensation strategy to ensure that it is appropriately aligned with our business strategy, reflective of our compensation philosophy and designed to incentivize our executives to accomplish key corporate objectives. The Compensation Committee also reviews market trends and changes in compensation practices. Based on its review and assessment, the Compensation Committee approves annual changes in our executive compensation program.

For 2018, the Compensation Committee reviewed and approved the compensation for each of our NEOs. The Compensation Committee also administered our equity compensation plans, and evaluated the effectiveness of our overall executive compensation program. The Compensation Committee also developed and approved the compensation arrangements for Messrs. Trollope, Doran and Kam who were newly hired in 2018.

The Compensation Committee’s authority, duties, and responsibilities are described in its charter, which is reviewed annually and revised and updated as warranted. The current charter, which was most recently updated in March 2019, is available at http://investors.five9.com/governance.

Role of Executive Officers

In formulating its compensation decisions, the Compensation Committee meets with our Chief Executive Officer to obtain his feedback and recommendations with respect to the structure of our executive compensation program, as well as his assessment of the performance of each of the other executive officers and his recommendations on the compensation for each other executive officer. In addition, our Chief Executive Officer and Vice President of Human Resources develop recommendations for performance metrics and target award opportunities under our annual cash and long-term incentive compensation programs based on our annual operating plan, as well as provide information at quarter end regarding individual and company performance. In 2018, Mr. Zwarenstein performed this chief executive officer function until Mr. Trollope was appointed as our Chief Executive Officer effective May 3, 2018.

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The Compensation Committee reviews and discusses these recommendations and proposals with our Chief Executive Officer and considers them as one factor in determining the compensation for our executive officers, including our other NEOs. Our Chief Executive Officer recuses himself from all discussions and recommendations regarding his own compensation.

Role of Compensation Consultant

The Compensation Committee has the authority to retain the services of external advisors, including compensation consultants, legal counsel, accounting, and other advisors. During 2018, the Compensation Committee continued to directly engage Compensia as its advisor for executive officer and director compensation and broad based equity compensation matters. More specifically, Compensia:

• reviewed and recommended updates to our compensation peer group;

• reviewed and provided competitive market data on executive officer and non-employee director cash and equity compensation for our 2018 compensation determinations;

• reviewed and provided competitive market data on the compensation arrangements for a new Chief Executive Officer;

• reviewed and provided recommendations on an equity strategy and the development of equity grant guidelines; and

• reviewed and provided comments on the Compensation Discussion & Analysis section of our Proxy Statement for 2018.

In 2018, the Compensation Committee considered the independence of Compensia in light of the listing standards of NASDAQ on compensation committee independence and the rules of the Securities and Exchange Commission. Based on these standards and rules, the Compensation Committee concluded that the work performed by Compensia did not raise a conflict of interest.

Competitive Positioning

In July 2017, the Compensation Committee directed Compensia to develop and recommend a compensation peer group to be used as a reference in its executive compensation deliberations for 2018. Among other things, Compensia developed this compensation peer group to reflect our market capitalization, recognize our evolving business focus, and account for acquisitions of prior peer companies. The companies in this compensation peer group were selected on the basis of their similarity to us, based on the following criteria:

• similar revenue size - ~0.5x to ~2.0x our last four quarter revenue of approximately $171 million as of the first quarter of 2017 (approximately $85 million to approximately $342 million);

• similar market capitalization - ~0.3x to ~3.0x our market capitalization of approximately $1.2 billion as of July 13, 2017 (approximately $427 million to approximately $2.7 billion);

• Industry - SaaS companies;

• executive positions similar in breadth, complexity, and/or scope of responsibility; and

• competitors for executive talent.

As a result, in July 2017, the Compensation Committee approved a revised compensation peer group for use in 2018 consisting of the following companies:

2U	Hortonworks	Qualys
8x8	HubSpot	Rapid7
AppFolio	Instructure	RingCentral
Benefitfocus	MINDBODY	SPS Commerce
Callidus Software	New Relic	Workiva
Castlight Health	Q2 Holdings	Zendesk

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In July 2018, with the assistance of Compensia, the Compensation Committee reviewed and updated our compensation peer group to reflect changes in our market capitalization, recognize our evolving business focus, and account for acquisitions of peer companies. The companies in this updated compensation peer group were selected on the basis of their similarity to us, based on the following criteria:

• similar revenue size - ~0.5x to ~2.0x our last four quarter revenue of approximately $212 million as of the first quarter of 2018 (approximately $100 million to approximately $425 million);

• similar market capitalization - ~0.3x to ~3.0x our market capitalization of approximately $2.1 billion as of July 16, 2018 (approximately $1.1 billion to approximately $5.9 billion);

• Industry - SaaS companies;

• executive positions similar in breadth, complexity, and/or scope of responsibility; and

• competitors for executive talent.

As a result, the Compensation Committee approved a revised compensation peer group consisting of the following companies:

2U	Hortonworks	Rapid7
8x8	HubSpot	RingCentral
AppFolio	Instructure	SPS Commerce
Apptio	MINDBODY	Workiva
Benefitfocus	New Relic	Zendesk
Blackline	Q2 Holdings
Coupa Software	Qualys

To analyze the compensation practices of the companies in our compensation peer group, Compensia gathered data from public filings (primarily proxy statements) for the peer group companies. This market data was then used as a reference point for the Compensation Committee to assess our current compensation levels in the course of its deliberations on compensation components and amounts. While the Compensation Committee does not target any component of our executive compensation program to a particular level versus our peer group, our Compensation Committee generally refers to a range of the 50th to the 75th market percentile when making its executive compensation decisions.

Going forward, the Compensation Committee intends to review and update the compensation peer group at least annually and make adjustments to its composition when appropriate, taking into account changes in both our business and the businesses of the companies in the peer group.

Key Elements of Our 2018 Executive Compensation Program

Base Salary

We pay a base salary to each of our NEOs to provide a base level of fixed income for services rendered, and the Compensation Committee attempts to establish base salaries for our NEOs that are competitive with those received by individuals in similar positions at the companies in our compensation peer group. At the start of 2018, the Compensation Committee evaluated our performance in 2017 and the performance of our incumbent NEOs, Messrs. Zwarenstein and Welch. Consistent with its objective of increasing “at risk” compensation and improving the balance between base salary and incentive compensation, the Compensation Committee determined to maintain the base salaries of our incumbent NEOs at their 2017 levels.

In addition, in connection with the appointment of Mr. Trollope as our Chief Executive Officer in May 2018, Mr. Doran as our Executive Vice President of Strategy and Operations in November 2018, and Mr. Kam as our Chief Marketing Officer in October 2018, the Compensation Committee set their annual base salaries at $575,000, $325,000, and $297,000, respectively. Generally, the Compensation Committee established these base salary levels through arm’s-length negotiations at the time we hired these executive officers, taking into account their position, qualifications, experience, prior salary level, the base salaries of our other executive officers, and a competitive market analysis prepared by Compensia.

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The annual base salaries of our NEOs for 2018 were as follows:

NEO	2018 Base Salary
Rowan Trollope(1)	$	575,000
Barry Zwarenstein	367,189
James Doran(2)	325,000
Ryan Kam(3)	297,000
Scott Welch	327,750

(1) Mr. Trollope joined us on May 3, 2018.

(2) Mr. Doran joined us on November 19, 2018.

(3) Mr. Kam joined us on October 19, 2018.

Short-Term Cash Incentive Compensation

We use performance-based cash incentives to motivate our executive officers, including our NEOs, to focus on specific goals established by the Board in our annual operating plan, to provide additional cash compensation opportunities beyond base salary in a manner that is consistent with our competitive market practices, and to recognize and reward achievement at or above our pre-established levels of performance.

2018 Bonus Program and Target Bonus Amounts

In 2018, each of our executive officers, including our NEOs, was eligible to earn cash bonuses on a quarterly basis under our cash incentive program (the “2018 Bonus Program”). Funding of the 2018 Bonus Program was based upon company financial performance and each NEO’s individual performance for each quarter in 2018 as summarized below:

Name	Financial Performance Component Weighting (1)	Individual Performance Component Weighting (2)
Rowan Trollope	100%	—%
Barry Zwarenstein	75%	25%
James Doran	75%	25%
Ryan Kam	75%	25%
Scott Welch	75%	25%

(1) The financial performance component was based upon our achievement of pre-established revenue and Adjusted EBITDA targets with the revenue performance measure weighted 80% and the Adjusted EBITDA performance measure weighted 20%.

(2) Individual performance was based on the achievement of individual objectives consistent with the key strategic goals established by the Board. Until the appointment of Mr. Trollope in May 2018, Mr. Zwarenstein’s target bonus opportunity was based solely on the Company financial performance component.

At the start of 2018, the Compensation Committee reviewed each incumbent NEO’s annual target bonus opportunity and, after taking into account internal pay equity with our other executive officers, pay practices within our compensation peer group, and other competitive market data provided by Compensia, the Compensation Committee did not change the annual target bonus opportunities of the incumbent NEOs.

In addition, in connection with the appointment of Mr. Trollope as our Chief Executive Officer in May 2018, Mr. Doran as our Executive Vice President of Strategy and Operations in November 2018, and Mr. Kam as our Chief Marketing Officer in October 2018, the Compensation Committee set their annual target bonus opportunities at 115%, 65% and 60%, respectively, of their annual base salaries. These target bonus opportunities were set as part of the respective negotiations with the new executives and after taking into account the same factors identified above for the incumbent NEOs.

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The following table shows each NEO’s annual target bonus opportunity (expressed as a percentage of base salary) for 2018:

	Annual Target Bonus as of the end of 2018
NEO	% of Base Salary	Amount
Rowan Trollope(1)	115%	$	661,250
Barry Zwarenstein	75%	275,000
James Doran(2)	65%	211,250
Ryan Kam(3)	60%	178,200
Scott Welch	50%	164,000

(1) Mr. Trollope joined us on May 3, 2018, accordingly his target bonus opportunity for 2018 was prorated for the period from May 3, 2018 through December 31, 2018. Therefore, his target bonus opportunity for the full year was approximately $437,160.

(2) Mr. Doran joined us on November 19, 2018, accordingly his target bonus opportunity for 2018 was prorated for the period from November 19, 2018 through December 31, 2018. Therefore, his target bonus opportunity for the full year was approximately $24,110.

(3) Mr. Kam joined us on October 19, 2018, accordingly his target bonus opportunity for 2018 was prorated for the period from October 19, 2018 through December 31, 2018. Therefore, his target bonus opportunity for the full year was approximately $35,349.

2018 Bonus Program: Company Financial Performance Component

In February 2018, the Compensation Committee approved revenue and Adjusted EBITDA as the company performance measures for the year and established target performance levels for each quarter based on our annual operating plan approved by the Board. The Compensation Committee chose revenue and Adjusted EBITDA as the performance measures for the 2018 Bonus Program because they are key performance indicators used by us in managing our business, and are linked to our growth and profitability and the creation of long-term stockholder value. For purposes of the 2018 Bonus Program, “Adjusted EBITDA” is calculated using net income (loss) before (1) depreciation and amortization, (2) stock-based compensation, (3) interest income, expense and other, (4) provision for income taxes, and (5) other items that do not directly affect what we consider to be our core operating performance.

Achievement below 90% of the revenue target, or 80% below the Adjusted EBITDA target, resulted in no cash payout with respect to such performance measure. Achievement up to 125% of the revenue target resulted in increasing payouts up to a maximum payout of 150% of the portion of the financial performance component allocated to the revenue measure. Achievement up to 150% of the Adjusted EBITDA target resulted in increasing payouts up to a maximum payout of 150% of the portion of the financial performance component allocated to the Adjusted EBITDA measure. In the event that our actual Adjusted EBITDA was below 80% of the Adjusted EBITDA target, the maximum cash payout for achieving the revenue target would have been 100% of the revenue target bonus.

After the conclusion of each quarter, the Compensation Committee determined our achievement against the quarterly targets for revenue and Adjusted EBITDA and approved the corresponding payout to each of our NEOs.

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The following table summarizes the target performance levels for revenue and Adjusted EBITDA targets for each quarter in 2018 and our actual results with respect to each quarterly target.

	Revenue(1)						Adjusted EBITDA(1)
Quarter Ending	Target		Actual		Payout		Target		Actual		Payout
	in million		in million		%		in million		in million		%
March 31, 2018	$	56.0	$	58.2	107.5	%	$	4.0	$	5.3	132.6	%
June 30, 2018	57.1		60.8		112.9	%	3.8		7.8		150.0	%
September 30, 2018	60.8		65.0		114.0	%	6.5		10.9		150.0	%
December 31, 2018	65.7		72.6		121.1	%	9.7		14.0		144.5	%

(1) The Board had established our 2018 targets for revenue and Adjusted EBITDA prior to our adoption of the new accounting guidance for revenue under Accounting Standard Codification 606 - Revenue from Contracts with Customers (“ASC 606”) on January 1, 2018.

2018 Bonus Program: Individual Performance Component

Payout of the individual performance objectives component of the 2018 Bonus Program was based on achievement of challenging, but achievable, individual strategic objectives for each NEO (other than Mr. Zwarenstein, during the period in which he served as our Interim Chief Executive Officer and Mr. Trollope, whose bonuses were determined solely based on our Company financial performance) that aligned with our key strategic goals established by the Board.

Each applicable NEO’s quarterly individual strategic objectives generally included results to be achieved in the NEO’s functional area or business unit, such as achievement of corporate development initiatives and technological milestones, successful releases of new products or updates, hiring and retention of key employees, and increased efficiency and gross margins. In each quarter of 2018, the Compensation Committee determined that our NEOs with individual performance objectives achieved between 80% and 100% of their quarterly individual strategic objectives.

2018 Bonus Program: 2018 Payment Summary

The following table summarizes the total payments made to each of our NEOs for 2018 as a result of the achievement of the company financial and, where applicable, individual performance objectives as described above.

NEO	Q1 2018		Q2 2018		Q3 2018		Q4 2018		Total 2018 Payout		% of Target
Rowan Trollope(1)	$	—	$	128,217	$	200,405	$	207,967	$	536,589	123	%
Barry Zwarenstein	77,382		80,418		79,352		81,883		319,035		116	%
James Doran(1)	—		—		—		28,776		28,776		119	%
Ryan Kam(1)	—		—		—		42,190		42,190		119	%
Scott Welch	44,656		45,208		46,759		48,863		185,486		113	%

(1) The achievement percentage for Messrs. Trollope, Doran and Kam are based on their prorated 2018 target bonus amounts of $437,160, $24,110 and $35,349, as described above.

Long-Term Incentive Compensation

We provide equity compensation opportunities to our executive officers, including our NEOs, to align their financial interests with those of our stockholders and to provide compensation that is consistent with the practices of our compensation peer group so that we can attract and retain qualified talent. At this time, we only grant service-based stock options and restricted stock unit (“RSU”) awards for annual retention and promotion purposes, as we believe these awards provide an incentive for our NEOs to enhance stockholder value. Our stock options and RSU awards generally vest over four year vesting schedules, depending on the type of award and the recipient’s continued service through each vesting date. Mr. Trollope’s initial RSU award vests over a period of three years.

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2018 Equity Awards

In the first quarter of 2018, the Compensation Committee made ordinary course service-based stock option and RSU awards to our incumbent NEOs, the amounts of which were determined after taking into account internal pay equity with our other executive officers, pay practices within our compensation peer group, and competitive market data provided by Compensia.

In addition, in connection with their hiring, effective November 2018 and December 2018, respectively, the Compensation Committee, based on its desire to hire these executives in a competitive environment and with input from Compensia regarding competitive new hire compensation packages including “walk-away” compensation foregone at their previous companies to induce them to take a position at a new organization, granted stock options and/or RSU awards to Messrs. Kam and Doran with aggregate grant date fair values of approximately $2.5 million and $2.8 million, respectively. In the case of Mr. Trollope, whose RSU award with a grant date fair value of approximately $14.6 million was made effective in May 2018, we took into consideration the requisite experience and skills that a qualified candidate would need to manage a growing business in a dynamic and ever-changing environment, the competitive market for similar positions at other comparable companies based on a review of compensation survey data provided by Compensia, the compensation amounts and opportunities forfeited by Mr. Trollope as a result of leaving his previous employer and the need to integrate Mr. Trollope into our executive compensation structure, balancing both competitive and internal equity considerations.

The following table shows the number of shares and the aggregate grant date fair value of stock options and/or RSU awards to each of our NEOs during 2018.

NEO	RSUs Granted (#)	Stock Options Granted (#)	Aggregate Grant Date Fair Value of RSUs and Stock Options ($)
Rowan Trollope	468,227	—	$	14,585,271	(1)
Barry Zwarenstein	33,784	79,708	2,118,984
James Doran	32,210	70,773	2,793,418		(2)
Ryan Kam	31,421	68,475	2,496,705		(3)
Scott Welch	25,097	59,211	1,574,102

(1) Consists of an RSU award with a grant date fair value of approximately $14.6 million granted in connection with Mr. Trollope’s appointment as our Chief Executive Officer effective May 3, 2018. This RSU award vests over three years from June 3, 2018, the vesting commencement date, with one-third of the shares subject to the award vesting on the first anniversary of the vesting commencement date, and 1/12th of the shares subject to the award vesting every three months thereafter, subject to Mr. Trollope’s continued employment on each applicable vesting date.

(2) Consists of a stock option award and an RSU award with a grant date fair value of approximately $1.4 million and $1.4 million, respectively, granted in connection with Mr. Doran’s appointment as our Executive Vice President of Strategy and Operations effective November 19, 2018. This stock option vests over four years from November 19, 2018, the vesting commencement date, with one-fourth of the shares subject to the award vesting on the first anniversary of the vesting commencement date, and 1/48th of the shares subject to the award vesting every month thereafter, subject to Mr. Doran’s continued employment on each applicable vesting date. This RSU award vests over four years from December 3, 2018, the vesting commencement date, with one-fourth of the shares subject to the award vesting on the first anniversary of the vesting commencement date, and 1/16th of the shares subject to the award vesting every three months thereafter, subject to Mr. Doran’s continued employment on each applicable vesting date.

(3) Consists of a stock option award and an RSU award with a grant date fair value of approximately $1.3 million and $1.2 million, respectively, granted in connection with Mr. Kam’s appointment as our Chief Marketing Officer effective October 19, 2018. This stock option vests over four years from October 19, 2018, the vesting commencement date, with one-fourth of the shares subject to the award vesting on the first anniversary of the vesting commencement date, and 1/48th of the shares subject to the award vesting every month thereafter, subject to Mr. Kam’s continued employment on each applicable vesting date. This RSU award vests over four years from December 3, 2018, the vesting commencement date, with one-fourth of the shares subject to the award vesting on

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the first anniversary of the vesting commencement date, and 1/16th of the shares subject to the award vesting every three months thereafter, subject to Mr. Kam’s continued employment on each applicable vesting date.

Health, Welfare, and Other Benefits

We currently do not provide special employee benefits for our NEOs. We do maintain a 401(k) plan that provides eligible employees, including our NEOs, with an opportunity to save for retirement, subject to applicable annual limits of the Internal Revenue Code of 1986, as amended (the “Code”). We did not provide any matching contributions under the 401(k) plan in 2018. Consistent with market practices and our retention goals, we provide these broad based employee benefits to our NEOs on the same terms and conditions as our other employees.

Each of our NEOs is employed on an at-will basis.

Perquisites and Other Personal Benefits

Currently, the only perquisites or other personal benefits we provide to our NEOs are (i) for Mr. Trollope, who is reimbursed for ground transportation expenses to and from our corporate office, to increase his productivity during his lengthy commute from his home to our corporate office and (ii) standard relocation benefits if applicable. In the future, we may provide additional perquisites or other personal benefits in limited circumstances, such as where we believe it is appropriate to assist an individual executive officer in the performance of his or her duties, to make our executive officers more efficient and effective, and for recruitment, motivation or retention purposes. We do not expect that these perquisites or other personal benefits will be a significant aspect of our executive compensation program. All future practices with respect to perquisites or other personal benefits will be approved and subject to periodic review by the Compensation Committee.

Key Employee Severance Plan

Each of our current NEOs participates in our Key Employee Severance Plan (the “Severance Plan”), which provides severance payments and benefits, including “double trigger” payments and benefits in the event of a qualifying termination of employment in connection with a change of control of our company, as more fully described under “Potential Payments Upon Termination or Change of Control” below. The Compensation Committee believes the Severance Plan maximizes stockholder value because it prevents an unintended windfall to our executive officers in the event of a change of control, while still providing them appropriate incentives to cooperate in negotiating a transaction involving a potential change of control in which they believe they may lose their jobs. We believe providing the Severance Plan helps us compete for and retain executive talent. We believe that the payments and benefits under the Severance Plan are generally comparable with severance packages offered to the NEOs of the companies in our compensation peer group.

Additional Policies and Considerations in our Executive Compensation Program

Equity Award Grant Policy

The Compensation Committee has adopted an equity award grant policy that establishes a predictable and deliberative process for consideration and approval of equity awards. Under the policy, new hire, promotion or retention equity awards have a grant date that is after the later of the date on which the grantee’s employment begins, promotion is effective or retention event occurs and the date on which all necessary corporate actions for the approval of the applicable equity award are complete. Regular annual equity awards have a grant date that is on or after the date of approval of the equity award by the Compensation Committee. The equity award grant policy also includes rules on how we calculate the number of shares subject to equity awards granted based on a target grant date dollar value.

The exercise price of all newly issued stock options and stock appreciation rights must be equal to or greater than the fair market value of our common stock on the date of grant.

Director and Executive Officer Stock Ownership Guidelines

In November 2017, the Compensation Committee adopted stock ownership guidelines (“Stock Ownership Guidelines”) that apply to our directors and executive officers. The Compensation Committee adopted the Stock Ownership Guidelines because it believes that stock ownership promotes alignment with our stockholder interests. The Stock Ownership Guidelines are based on the lesser of a multiple of base salary (or cash retainer, in the case of non-employee directors) and a fixed number of shares of our common stock, as set forth below, provided that if the closing

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price of our common stock on any compliance measurement date is less than $10 per share, only the share-based guidelines will apply:

Position	Guidelines
Directors	Lesser of 300% of annual retainer or 9,000 shares
CEO	Lesser of 300% of annual base salary or 160,000 shares
Other Executive Officers	Lesser of 100% of annual base salary or 30,000 shares

Shares owned plus vested, in the money, stock options are counted toward satisfying the ownership requirement. Our directors and executive officers are expected to meet their respective ownership requirements by the later of five years after the Stock Ownership Guidelines were adopted or within five years after being appointed, hired or promoted into a role covered by the Stock Ownership Guidelines. Compliance with the Stock Ownership Guidelines is measured at the end of each year using our 90-trading day average stock price. As of December 31, 2018, all of our directors and executive officers, except the three executive officers who joined us in 2018, had satisfied their applicable ownership requirement, and those three executive officers are expected to meet their ownership requirement within the compliance period described above.

Derivatives Trading, Hedging and Pledging Policy

Our Insider Trading Policy includes a policy regarding the trading of derivatives and the hedging of our equity securities by our employees, including our NEOs, and members of the Board. This policy provides that all employees and members of the Board are prohibited from engaging in transactions that are of a speculative nature at any time, including, but not limited to, put options. In addition, all employees and members of the Board are prohibited from short-selling our common stock or engaging in transactions involving our derivative securities (including put option contracts, transacting in straddles, and the like) and holding our securities in a margin account and pledging our securities as collateral for a loan.

Clawback Policy

We have not yet implemented a policy regarding retroactive adjustments to any cash or equity-based incentive compensation paid to our executive officers and other employees where the payments were predicated upon the achievement of financial results that were subsequently the subject of a financial restatement. We intend to adopt a clawback policy covering our incentive-based compensation arrangements once the SEC adopts final rules implementing the requirements of Section 954 of the Dodd-Frank Wall Street Reform and Consumer Protection Act.

Tax and Accounting Considerations

Deductibility of Executive Compensation

The Compensation Committee does not consider the deductibility of executive compensation as a material factor when determining the form, size and terms of executive compensation elements. The Compensation Committee reserves the discretion, in its judgment, to authorize compensation payments that do not comply with an exemption from the deduction limit when it believes that such payments are in the best interests of us and our stockholders.

Taxation of “Parachute” Payments

Sections 280G and 4999 of the Code provide that executive officers and directors who hold significant equity interests and certain other service providers may be subject to significant additional taxes if they receive payments or benefits in connection with a change in control that exceeds certain prescribed limits, and that we (or a successor) may forfeit a deduction on the amounts subject to this additional tax. We are not obligated to provide any NEO with a “gross-up” or other reimbursement payment for any tax liability that he or she may owe as a result of the application of Sections 280G or 4999 in the event of a change in control. While the Compensation Committee considers deductibility of compensation as one of many factors when determining the form, size and terms of executive compensation elements, the Compensation Committee retains the discretion, in its judgment, to authorize compensation payments that may not be fully deductible under Section 280G of the Code when it believes that such payments are in the best interests of us and our stockholders.

Accounting for Stock-Based Compensation

The Compensation Committee considers the accounting impact of equity awards when designing compensation

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plans and arrangements for our executive officers and other employees. Chief among these is ASC 718, the standard which governs the accounting treatment of stock-based compensation awards. However, accounting cost is just one factor considered when designing such compensation plans and arrangements for our NEOs and other employees.

Compensation-Related Risks

In July 2018, the Compensation Committee, with the assistance of Compensia, reviewed our compensation policies and practices applicable to all employees and determined that our compensation programs do not encourage excessive or inappropriate risk-taking. The Compensation Committee believes that our compensation policies and practices, taken as a whole, are not reasonably likely to have a material adverse effect on the Company and that no changes to the compensation policies and practices are needed at this time, and that the design and mix of our compensation programs appropriately encourages our executive officers and other employees to focus on the creation of long-term stockholder value. In its review, the Compensation Committee noted the following features:

• the compensation program includes a reasonable mix of cash, short-term incentive and equity compensation, with the vesting of equity compensation tied to multi-year time periods;

• the performance goals for the 2018 Bonus Program are generally based on a mix of corporate goals and individual performance, with payouts capped if the corporate goals are achieved below a certain threshold; and

• we have formal policies in place for equity administration, insider trading, hedging and pledging and we annually review succession plans for key executives.

2018 Summary Compensation Table

The following table summarizes all compensation earned by or paid to our Chief Executive Officer, our former Interim Chief Executive Officer and current Chief Financial Officer, and the three other most highly compensated executive officers at the end of December 31, 2018, 2017 and 2016 (to the extent they were named executive officers in those years). We refer to these current and former executive officers as our named executive officers (“NEOs”).

Name and Principal Position	Year (1)	Salary		Bonus (2)		Stock Awards (3)		Option Awards (3)		Non-Equity Incentive Plan Compensation (4)		All Other Compensation (5)		Total Compensation
		($)		($)		($)		($)		($)		($)		($)
Rowan Trollope	2018	$	378,977	$	—	$	14,585,271	$	—	$	536,589	$	21,292	$	15,522,129
Chief Executive Officer
Barry Zwarenstein	2018	367,189		—		1,009,804		1,109,180		319,035		530		2,805,738
Former Interim Chief Executive Officer, Chief Financial Officer	2017	367,189		—		689,571		694,051		194,213		530		1,945,554
	2016	367,189		—		381,297		372,707		169,004		530		1,290,727
James Doran	2018	39,394		—		1,375,367		1,418,051		28,776		44		2,861,632
Executive Vice President of Strategy and Operations
Ryan Kam	2018	58,781		150,000		1,236,416		1,260,289		42,190		110		2,747,786
Chief Marketing Officer
Scott Welch	2018	327,750		—		750,149		823,953		185,486		530		2,087,868
Executive Vice President, Cloud Operations	2017	327,750		—		390,000		389,940		183,060		530		1,291,280
	2016	327,750		—		264,225		258,321		188,506		530		1,039,332

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(1) Mr. Trollope, Mr. Doran and Mr. Kam first became named executive officers in 2018.

(2) The amount reported in this column represents a signing bonus paid to Mr. Kam.

(3) The aggregate grant date fair value of equity awards in this column has been calculated in accordance with FASB ASC Topic 718. See Note 7 of the notes to our consolidated financial statements in our Annual Report on Form 10-K for the year ended December 31, 2018 for a discussion of assumptions made in determining the grant date fair value of equity awards. These amounts do not correspond to the actual value, if any, that our NEOs will recognize from these awards. Our NEOs will only realize compensation from these awards to the extent they meet the vesting requirements under the awards.

(4) The amounts reported in this column represent amounts earned under our 2018, 2017 and 2016 Bonus Programs based on the achievement of company and individual performance goals. As discussed in the section above entitled “Compensation Discussion and Analysis - Key Elements of Our 2018 Executive Compensation Program,” the target annual bonus opportunities for Messrs. Trollope, Zwarenstein, Doran, Kam and Welch, as of the end of 2018 were 115%, 75%, 65%, 60% and 50% of each NEO’s annual base salary, respectively.

(5) The amounts reported for 2018 represent disability insurance paid by us for the named executive officers. The 2018 amount for Mr. Trollope also includes contribution to health savings account of $1,680 paid by us and a reimbursement of $19,612 for expenses for a car service that provides ground/commuting transportation.

2018 Grants of Plan-Based Awards Table

The following table presents information regarding grants of non-equity incentive and equity incentive awards to our NEOs during 2018.

Name	Grant Date	Grant Approval Date	Estimated Possible Payouts Under Non-Equity Incentive Plan Awards Target (1) $		Estimated Possible Payouts Under Non-Equity Incentive Plan Awards Maximum (1) $		All Other Stock Awards: Number of Shares of Stock or Units #	All Other Option Awards: Number of Securities Underlying Options #	Exercise or Base Price of Option Awards ($/share)		Grant Date Fair Value of Stock and Option Awards (2) $
Rowan Trollope			$	437,160	$	655,740
	5/17/2018	4/7/2018					468,227				$	14,585,271
Barry Zwarenstein			275,000		389,869
	2/26/2018	2/8/2018					33,784				1,009,804
	2/26/2018	2/8/2018						79,708	$	29.89	1,109,180
James Doran			24,110		33,151
	12/3/2018	11/6/2018					32,210				1,375,367
	12/3/2018	11/6/2018						70,773	42.70		1,418,051
Ryan Kam			35,349		48,606
	11/2/2018	9/18/2018					31,421				1,236,416
	11/2/2018	9/18/2018						68,475	39.35		1,260,289
Scott Welch			164,000		225,500
	2/26/2018	2/8/2018					25,097				750,149
	2/26/2018	2/8/2018						59,211	29.89		823,953

(1) These columns set forth the target and maximum annual bonus amounts under our 2018 Bonus Program for each NEO. We do not establish threshold annual bonus amounts for each individual NEO. Refer to “Key Elements of Our 2018 Executive Compensation Program” section above for more detail. The target annual bonuses for Mr. Trollope, Mr. Doran and. Mr. Kam were prorated based on the period from May 3, 2018, November 19, 2018 and October 19, 2018, their respective date of joining us, through December 31, 2018.

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(2) Amounts reflect the grant date fair value of equity awards granted in 2018 in accordance with FASB ASC Topic 718. For information regarding assumptions underlying the value of equity awards, see Note 7 of the notes to our consolidated financial statements in our Annual Report on Form 10-K for the year ended December 31, 2018 for a discussion of assumptions made in determining the grant date fair value of equity awards. These amounts do not correspond to the actual value, if any, that the NEOs will recognize from these awards. Our NEOs will only realize compensation from these awards to the extent they meet the vesting requirements under the awards.

Summary of Employment Offer Letters with NEOs

Mr. Trollope’s Employment Offer Letter

Mr. Trollope commenced employment with us as our Chief Executive Officer and a member of the Board of Directors on May 3, 2018. Mr. Trollope’s employment offer letter dated April 7, 2018 provides for an annual base salary of $575,000 plus an annual bonus with a target amount of 115% of base salary. Additionally, he was entitled to and received an RSU award with a target dollar value of $14.0 million, with a vesting commencement date of June 3, 2018. The RSU award will vest and settle as to one-third of the shares subject to the award on the first anniversary of the vesting commencement date, June 3, 2018, with the remaining shares to vest in equal quarterly installments over the subsequent two years, subject to his continued employment as our Chief Executive Officer on each vesting date. Further, the offer letter provides that if Mr. Trollope is involuntarily terminated without cause, including due to a constructive termination, from our company prior to June 3, 2019 then the RSU award will become vested through the termination date as if the RSU award had been subject to a quarterly vesting without a one-year cliff. The offer letter designates him as a Tier 1 Participant of our Key Employee Severance Benefit Plan (“KESP”). Mr. Trollope is eligible to participate in company-sponsored vacation policies and employee benefit programs. His employment with our company is at-will.

When negotiating with Mr. Trollope, we took into consideration the requisite experience and skills that a qualified candidate would need to manage a growing business in a dynamic and ever-changing environment, the competitive market for similar positions at other comparable companies based on a review of compensation survey data provided by Compensia, the compensation amounts and opportunities forfeited by Mr. Trollope as a result of leaving his previous employer and the need to integrate Mr. Trollope into our executive compensation structure, balancing both competitive and internal equity considerations.

Mr. Doran’s Employment Offer Letter

Mr. Doran commenced employment with us as our Executive Vice President, Strategy, on November 19, 2018. Mr. Doran’s employment offer letter dated November 5, 2018 provides for an annual base salary of $325,000 plus an annual bonus with a target amount of $211,250, payable quarterly. Additionally, he was entitled to and received (i) an RSU award with a target dollar value of $1.3 million, subject to vesting over four years, with a one year cliff vesting period as to 25% of the underlying shares and quarterly vesting thereafter; and (ii) stock options with a target dollar value of $1.3 million, subject to vesting over four years, with a one year cliff vesting period as to 25% of the underlying shares and monthly vesting thereafter. The offer letter designates him as a Tier 3 Participant of our KESP. Mr. Doran is eligible to participate in company-sponsored vacation policies and employee benefit programs. His employment with our company is at-will.

Mr. Kam’s Employment Offer Letter

Mr. Kam commenced employment with us as our Chief Marketing Officer on October 19, 2018. Mr. Kam’s employment offer letter dated September 17, 2018 provides for an annual base salary of $297,000 plus an annual bonus with a target amount of $178,200, payable quarterly, and a signing bonus of $150,000. Additionally, he was entitled to and received (i) an RSU award with a target dollar value of $1.2 million, subject to vesting over four years, with a one year cliff vesting period as to 25% of the underlying shares and quarterly vesting thereafter; and (ii) stock options with a target dollar value of $1.2 million, subject to vesting over four years, with a one year cliff vesting period as to 25% of the underlying shares and monthly vesting thereafter. The offer letter designates him as a Tier 3 Participant of our KESP. Mr. Kam is eligible to participate in company-sponsored vacation policies and employee benefit programs. His employment with our company is at-will.

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Outstanding Equity Awards at December 31, 2018 Fiscal Year-End Table

The following table provides information concerning unexercised options or unvested RSU awards held by our NEOs as of December 31, 2018. The vesting schedule applicable to each outstanding award is described in the footnotes to the table below. Please see the section below entitled “Potential Payments upon Termination or Change in Control” for accelerated vesting provisions that apply on certain terminations of employment.

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		Option Awards						Stock Awards
Name	Grant Date	Number of Securities Underlying Unexercised Options (#) Exercisable	Number of Securities Underlying Unexercised Options (#) Unexercisable		Option Exercise Price ($)		Option Expiration Date	Number of Shares or Units of Stock that have not Vested (#)		Market Value of Shares or Units of Stock that have not Vested (1) ($)
Rowan Trollope	5/17/2018							468,227	(5)	$	20,470,884
Barry Zwarenstein	11/22/2013	67,878	—		$	9.48	11/22/2023
	11/5/2014	35,105	—		4.25		11/5/2024
	3/9/2016	69,239	28,511	(2)	8.13		3/9/2026
	2/23/2017	25,221	29,808	(2)	16.25		2/23/2027
	12/18/2017	24,668	—	(4)	24.60		12/18/2027
	2/26/2018	16,605	63,103	(2)	29.89		2/26/2028
	3/9/2016							14,657	(3)	640,804
	2/23/2017							15,006	(3)	656,062
	2/26/2018							27,450	(3)	1,200,114
James Doran	12/3/2018	—	70,773	(6)	42.70		12/3/2028
	12/3/2018							32,210	(7)	1,408,221
Ryan Kam	11/2/2018	—	68,475	(6)	39.35		11/2/2028
	11/2/2018							31,421	(7)	1,373,726
Scott Welch	3/9/2016	—	19,761	(2)	8.13		3/9/2026
	2/23/2017	—	26,817	(2)	16.25		2/23/2027
	2/26/2018	12,335	46,876	(2)	29.89		2/26/2028
	11/11/2015							18,750	(7)	819,750
	3/9/2016							10,157	(3)	444,064
	2/23/2017							13,500	(3)	590,220
	2/26/2018							20,392	(3)	891,538

(1)	The amounts listed in this column represent the product of the closing market price of our common stock as of December 31, 2018, the last trading day of 2018, of $43.72 per share and the number of shares of stock or units subject to the award.
(2)	Award is subject to a four-year vesting schedule and the NEO’s continued service with us on each vesting date, with 1/48th of the options vesting on each monthly anniversary following the applicable vesting commencement date, until all options are vested.
(3)	Award is subject to a four-year vesting schedule and the NEO’s continued service with us on each vesting date, with 1/16th of the total number of RSUs vesting every three months after the vesting commencement date, until all RSUs are vested.
(4)	Award is subject to a one-year vesting schedule and the NEO’s continued service with us on each vesting date, with 1/12th of the total number of options vesting monthly following the applicable vesting commencement date, until all options are vested.
(5)	Award is subject to a three-year vesting schedule and the NEO’s continued service with us on each vesting date, with 1/3rd of the total number of RSUs vesting on the first anniversary of the vesting commencement date, and 1/12th of the total number of RSUs vest every three months thereafter until all RSUs are vested.
(6)	Award is subject to a four-year vesting schedule and the NEO’s continued service with us on each vesting date, with 25% of the total number of options vesting one year after the vesting commencement date, and 1/48th of the total number of options vest monthly thereafter until all options are vested.
(7)	Award is subject to a four-year vesting schedule and the NEO’s continued service with us on each vesting date, with 25% of the total number of RSUs vesting on the first anniversary of the vesting commencement date, and 1/16th of the total number of RSUs vest every three months thereafter until all RSUs are vested.

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2018 Option Exercises and Stock Vested Table

The following table presents information concerning option exercises and vested RSU awards that vested for our NEOs during the year ended December 31, 2018.

	Option Awards			Stock Awards
Name	Number of Shares Acquired on Exercise	Value Realized on Exercise (1)		Number of Shares Acquired on Vesting	Value Realized on Vesting (2)
Rowan Trollope	—	$	—	—	$	—
Barry Zwarenstein	50,982	1,172,077		48,888	1,945,235
James Doran	—	—		—	—
Ryan Kam	—	—		—	—
Scott Welch	178,519	3,762,913		58,983	2,290,301

(1) Amount represents the excess of the fair market value of the shares at the time of the exercise over the exercise price of the stock options multiplied by the number of shares exercised.

(2) Amount is determined based on the closing market price of our common stock on the vesting date of such shares multiplied by the number of shares vested.

Potential Payments upon Termination or Change in Control

Our Board of Directors has approved the Key Employee Severance Benefit Plan (the “Severance Plan”) to provide consistency in severance benefit rights for our executive officers upon certain qualifying terminations of employment, whether or not in connection with a change in control of our company. The Severance Plan expired on April 3, 2019 and has been replaced by a new severance plan providing substantially similar benefits.

Under the Severance Plan, if an NEO’s employment with us is terminated by us without “cause” (as defined in the 2014 Plan) (other than due to death or disability), and such termination is not in connection with a “change in control” (as defined in the Severance Plan), then the NEO is eligible to receive:

• a lump sum cash payment equal to 12 months (in the case of Mr. Trollope), or a lump sum cash payment equal to 9 months (in the case of Mr. Zwarenstein), or 6 months (in the case of Messrs. Doran, Kam and Welch) of his then-current base salary, and

• either payment of the premiums for his continued post-termination health insurance coverage, or continued coverage under our health insurance plans for up to 12 months (in the case of Mr. Trollope), or up to 9 months (in the case of Mr. Zwarenstein), or 6 months (in the case of Messrs. Doran, Kam and Welch).

If Mr. Trollope terminates his employment with us pursuant to a “constructive termination” (as defined in his Employment Letter), and such termination is not in connection with a “change in control” (as defined in the Severance Plan), then Mr. Trollope is eligible to receive the same benefits as described above in the event of a termination without “cause.”

If an NEO’s employment with us is terminated by us without cause (other than due to death or disability) or by the NEO pursuant to a “constructive termination” (as defined in the Severance Plan, or the case of Mr. Trollope as defined in his Employment Letter), and in each case, such qualifying termination occurs within three months prior to, on or within 12 months after a change in control, then the NEO is instead eligible to receive:

• a lump sum cash payment equal to 18 months (in the case of Mr. Trollope), or a lump sum cash payment equal to 15 months (in the case of Mr. Zwarenstein), or 12 months (in the case of Messrs. Doran, Kam and Welch) of his then-current base salary and his target annual bonus opportunity,

• either payment of the premiums for his continued post-termination health insurance coverage for up to 18 months (in the case of Mr. Trollope), or up to 15 months (in the case of Mr. Zwarenstein), or 12 months (in the case of Messrs. Doran, Kam and Welch), and

• full accelerated vesting of his then-outstanding and unvested equity awards.

If the payments or benefits payable to under the Severance Plan would be subject to the excise tax imposed under Section 4999 of the Code, then those payments or benefits will be reduced if such reduction would result in a higher net

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after tax benefit to him. Each NEO must execute and deliver an effective release of claims and continue to comply with any applicable restrictive covenants in order to receive the payments and benefits provided for under the Severance Plan.

The table below sets forth the estimated payments and benefits that would be provided to each of our NEOs upon a qualifying termination of employment under the Severance Plan on December 31, 2018.

Name	Type of Benefit	Involuntary Termination Without Cause Not In Connection With a Change in Control (1)		Involuntary Termination Without Cause or Termination Due to a Constructive Termination, each in connection with a Change in Control
Rowan Trollope	Cash severance - base salary	$	575,000	$	862,500
	Cash severance - bonus	—		991,875
	Value of accelerated vesting of equity awards (2)(3)	3,411,778		20,470,884
	Company-paid health care premiums	21,922		32,883
	Total	$	4,008,700	$	22,358,142
Barry Zwarenstein	Cash severance - base salary	$	275,392	$	458,986
	Cash severance - bonus	—		343,750
	Value of accelerated vesting of equity awards (3)	—		5,203,227
	Company-paid health care premiums	16,961		28,269
	Total	$	292,353	$	6,034,232
James Doran	Cash severance - base salary	$	162,500	$	325,000
	Cash severance - bonus	—		211,250
	Value of accelerated vesting of equity awards (3)	—		1,480,410
	Company-paid health care premiums	16,239		32,478
	Total	$	178,739	$	2,049,138
Ryan Kam	Cash severance - base salary	$	148,500	$	297,000
	Cash severance - bonus	—		178,200
	Value of accelerated vesting of equity awards (3)	—		1,672,962
	Company-paid health care premiums	16,239		32,478
	Total	$	164,739	$	2,180,640
Scott Welch	Cash severance - base salary	$	163,875	$	327,750
	Cash severance - bonus	—		164,000
	Value of accelerated vesting of equity awards (3)	—		4,833,824
	Company-paid health care premiums	16,239		32,478
	Total	$	180,114	$	5,358,052

(1) Mr. Trollope is also entitled to the same benefits in the event of a constructive termination of employment.

(2) In the event that Mr. Trollope is terminated without cause or incurs a constructive termination prior to June 3, 2019, his RSUs will become vested through his termination date as if the RSUs had been subject to quarterly vesting.

(3) Amount represents the aggregate intrinsic value of the equity awards to vest upon either an involuntary termination without cause or a termination due to a constructive termination, each in connection with a change in control, which was calculated based on the closing market price of $43.72 per share of our common stock at December 31, 2018, the last trading day of 2018. In addition, if a successor entity refused to assume or replace each NEO’s outstanding equity awards at the time of the change in control, all such outstanding awards would become fully vested as of immediately prior to the closing of the change in control under the terms of our 2014 Plan, in these same amounts, regardless of whether the NEO experiences a termination event.

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CEO Pay Ratio

In accordance with Item 402(u) of Regulation S-K, we are providing below disclosure relating to the ratio of the median of the annual total compensation of all of our employees (other than our Chief Executive Officer) and the annual total compensation of our Chief Executive Officer, Rowan Trollope.

For 2018:

• The median of the annual total compensation of all our employees was $128,120;

• The annual total compensation of our Chief Executive Officer, Mr. Trollope, was $16,014,798;

• The ratio of the annual total compensation of our Chief Executive Officer to the median of the annual total compensation of our employees was 125 to 1.

This ratio is a reasonable estimate calculated in a manner consistent with SEC rules.

During 2018, Mr. Zwarenstein served as our Interim Chief Executive Officer until May 3, 2018, at which time Mr. Trollope was appointed as our Chief Executive Officer. As permitted by SEC rules, we chose to use the annual total compensation of Mr. Trollope, who was serving as our Chief Executive Officer on December 31, 2018, to calculate our pay ratio. We determined Mr. Trollope’s annual total compensation for the fiscal year ended December 31, 2018 was $16,014,798, which, as required by SEC rules, includes his annualized base salary and annualized actual bonus payment for 2018. Because we are required to annualize his compensation for purposes of this disclosure, Mr. Trollope’s annual total compensation is greater than the total compensation as reported for him in our 2018 Summary Compensation Table.

To identify our median employee, we took the following steps:

• We selected December 31, 2018, the last day of our 2018 fiscal year, as the determination date for purposes of identifying our median employee.

• We selected our median employee based on 990 full-time and part-time employees who were employed as of the determination date.

• We selected our median employee using a compensation measure that consists of cash compensation earned during 2018 (base salary, hourly wages and quarterly and annual incentive compensation) and the grant date fair value of equity awards granted in 2018.

• We did not rely on the data privacy or de minimis exceptions allowed by SEC rules, nor did we use any cost-of-living adjustment.

• We converted amounts paid to employees in foreign currencies to U.S. dollars using foreign exchange rates in effect as of December 31, 2018.

• All employees except for our Chief Executive Officer were ranked from lowest to highest with the median determined from this list.

Once we identified our median employee, we determined that employee’s annual total compensation in the same manner that we calculated the total compensation of our Chief Executive Officer for purposes of the Summary Compensation Table. This annual total compensation amount for our median employee was then compared to the annual total compensation of our Chief Executive Officer in 2018 to determine the pay ratio.

Because SEC rules for identifying the median compensated employee allow companies to adopt a variety of methodologies, to apply certain exclusions, and to make reasonable estimates and assumptions that reflect their employee populations and compensation practices, the pay ratio reported by other companies may not be comparable to the pay ratio reported above, as other companies have different employee populations and compensation practices and may use different methodologies, exclusions, estimates, and assumptions in calculating their own pay ratios.

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EQUITY COMPENSATION PLAN INFORMATION

The following table summarizes certain information with respect to our common stock that may be issued under the equity compensation plans as of December 31, 2018:

	Number of Securities to be Issued Upon Exercise of Outstanding Options and Warrants and Vesting of Restricted Stock Units		Weighted-average Exercise Price of Outstanding Options and Warrants			Number of Securities Remaining Available for Future Issuance Under Equity Compensation Plans (Excluding Securities Reflected in Column (a)
	(a)		(b)			(c)
Equity compensation plans approved by stockholders	5,447,483	(1)	$	12.52	(2)	10,133,856	(3)
Equity compensation plans not approved by stockholders	—		—			—
Total	5,447,483					10,133,856

(1) Includes 3,122,168 shares underlying stock options and 2,325,315 shares underlying RSUs.

(2) The weighted-average exercise price does not take into account shares issuable upon the vesting of outstanding RSUs, which have no exercise price.

(3) Includes 8,442,937 shares of Common Stock reserved for issuance under the 2014 Plan and 1,690,919 shares of Common Stock reserved for issuance under the ESPP. The 2014 Plan provides for an annual automatic increase to the shares reserved for issuance in an amount equal to 5% of the total number of shares outstanding on December 31st of the preceding calendar year or a lesser number as determined by our Board of Directors continuing through 2024. Pursuant to the automatic annual increase, 2,960,524 additional shares were reserved under the 2014 Plan on January 1, 2019. The ESPP also provides for an automatic increase to the shares reserved for issuance, continuing through January 1, 2024, by the lesser of (i) 1% of the total number of shares of our common stock outstanding on December 31 of the preceding calendar year; (ii) 1,000,000 shares of common stock (subject to adjustment to reflect any split or combination of our common stock); or (iii) such lesser number as determined by our Board of Directors. Pursuant to the automatic annual increase, 592,104 additional shares were reserved under the ESPP on January 1, 2019.

TRANSACTIONS WITH RELATED PERSONS

Other than the compensation arrangements with directors and executive officers, there have been no transactions since January 1, 2018 (and there are no currently proposed transactions) in which:

• we have been or are to be a participant;

• the amount involved exceeds $120,000; and

• any of our directors, executive officers or holders of more than 5% of our common stock, or any immediate family member of or person sharing the household with any of these individuals (other than tenants or employees), had or will have a direct or indirect material interest.

Policies and Procedures for Related Party Transactions

Pursuant to our Audit Committee Charter and our Related Party Transactions Policy, our Audit Committee has the primary responsibility for reviewing and approving or disapproving “related party transactions,” which are transactions between us and related persons in which a related person has or will have a direct or indirect material interest. Our policy regarding transactions between us and related persons provides that a related person is defined as a director, executive officer, nominee for director or greater than 5% beneficial owner of our common stock or any of their immediate family members, or any firm, corporation or other entity in which any of the foregoing persons is employed or is a partner or principal or in a similar position or in which such person has more than a 5% beneficial ownership interest, in each case since the beginning of the most recently completed fiscal year. Our Related Party Transactions Policy provides that all potential “related party transactions” must be submitted to our Chief Financial

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Officer for initial review and, if reasonably likely to constitute a related party transaction, such transaction shall be submitted to our Audit Committee for review and approval or disapproval. The decision of the Audit Committee with respect to a related party transaction is then reported to the Board of Directors.

DELIVERY OF DOCUMENTS TO STOCKHOLDERS SHARING AN ADDRESS

A number of brokers with account holders who are Five9, Inc. stockholders will be “householding” our proxy materials. A single Notice, set of proxy materials or annual report will be delivered to multiple stockholders sharing an address unless contrary instructions have been received from the affected stockholders. Once you have received notice from your broker that they will be “householding” communications to your address, “householding” will continue until you are notified otherwise or until you revoke your consent. If, at any time, you no longer wish to participate in “householding” and would prefer to receive a separate Notice and/or separate proxy statement and annual report, please notify your broker and direct your written request to Five9, Inc., Bishop Ranch 8, 4000 Executive Parkway, Suite 400, San Ramon, CA 94583, Attention: Secretary, or call 925-201-2000 ext. 5959. The Company undertakes to deliver promptly to a stockholder upon such written or oral request a separate Notice, set of proxy materials or annual report. Stockholders who currently receive multiple copies of the proxy materials at their address and would like to request “householding” of their communications should contact their broker.

AVAILABILITY OF FORM 10-K

Our Annual Report on Form 10-K is available online at www.five9.com in the Investor Relations section. We will provide to any stockholder, without charge, upon written request, a copy of the Annual Report on Form 10-K for the fiscal year ended December 31, 2018, as filed with the SEC. Such requests should be addressed to Five9, Inc., Bishop Ranch 8, 400 Executive Parkway, Suite 400, San Ramon, CA 94583, Attention: Secretary.

OTHER MATTERS

The Board of Directors knows of no other matters that will be presented for consideration at the Annual Meeting. If any other matters are properly brought before the meeting, it is the intention of the persons named in the accompanying proxy to vote on such matters in accordance with their best judgment.

	By Order of the Board of Directors
	Rowan Trollope
	Chief Executive Officer, Director
San Ramon, California
April 15, 2019

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VOTE BY INTERNET Before the Annual Meeting - www.proxvvote.com

FIVE9, INC. Bishop Ranch 8 4000 Executive Parkway Suite 400 San Ramon, CA 94583

Use the Internet to transmit your voting instructions and for electronic delivery of information up until 11:59 P.M. Eastern Time the day before the cut-off date or Annual Meeting date. Have your proxy card in hand when you access the web site and follow the instructions to obtain your records and to create an electronic voting instruction form. During the Annual Meeting – www.virtualshareholdermeeting.com/FIVN2019 You may attend the Annual Meeting via the Internet and vote during the Annual Meeting. Have the information that is printed in the box marked by the arrow available and follow the instructions. VOTE BY PHONE -1-800-690-6903 Use any touch-tone telephone to transmit your voting instructions up until 11:59 P.M. Eastern Time the day before the cut-off date or Annual Meeting date. Have your proxy card in hand when you call and then follow the instructions. VOTE BY MAIL Mark, sign and date your proxy card and return it in the postage-paid envelope we have provided or return it to Vote Processing, c/o Broadridge, 51 Mercedes Way, Edgewood, NY 11717.

TO VOTE, MARK BLOCKS BELOW IN BLUE OR BLACK INK AS FOLLOWS:
		E65718-P21835	KEEP THIS PORTION FOR YOUR RECORDS
– – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – – –
	THIS PROXY CARD IS VALID ONLY WHEN SIGNED AND DATED		DETACH AND RETURN THIS PORTION ONLY

	FIVE9, INC. The Board of Directors recommends you vote FOR all the listed nominees: 1. Election of the three (3) members of the Board of Directors identified in Proposal No. 1 to serve as Class II directors until the Company’s 2022 Annual Meeting of Stockholders or until their successors are duly elected and qualified. Nominees: 01) Jack Acosta 02) Rowan Trollope	For All	Withhold All	For All Except	To withhold authority to vote for any individual nominee(s), mark “For All Except” and write the number(s) of the nominee(s) on the line below.
		o	o	o
03) David Welsh
	The Board of Directors recommends you vote FOR proposals 2 and 3:						For	Against	Abstain
	2. To approve, on a non-binding advisory basis, the compensation of the named executive officers as disclosed in the proxy statement.						o	o	o
							For	Against	Abstain
	3. Ratification of the appointment of KPMG LLP as the independent registered public accounting firm for the Company for the fiscal year ending December 31, 2019.						o	o	o
	NOTE:  The proxies are authorized to vote on such other business as may properly come before the Annual Meeting or any adjournment thereof.
	Please sign exactly as your name(s) appear(s) hereon. When signing as attorney, executor, administrator, or other fiduciary, please give full title as such. Joint owners should each sign personally. All holders must sign. If a corporation or partnership, please sign in full corporate or partnership name by authorized officer.
	Signature [PLEASE SIGN WITHIN BOX]	Date			Signature (Joint Owners)	Date

Important Notice Regarding the Availability of Proxy Materials for the Annual Meeting:The Notice and Proxy Statement and Annual Report are available at www.proxyvote.com.

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	E65719-P21835

FIVE9, INC.

Annual Meeting of Stockholders

May 28, 2019 8:00 AM PDT

This proxy is solicited by the Board of Directors

The stockholder(s) hereby appoint(s) Rowan Trollope and Barry Zwarenstein, or either of them, as proxies, each with the power to appoint his substitute, and hereby authorize(s) them to represent and to vote, as designated on the reverse side of this ballot, all of the shares of common stock of FIVE9, Inc. that the stockholder(s) is/are entitled to vote at the Annual Meeting of Stockholders to be held at 8:00 AM, PDT on May 28, 2019, virtually via the Internet at www.virtualshareholdermeeting.com/FIVN2019, and any adjournment or postponement thereof.

This proxy, when properly executed, will be voted in the manner directed herein. If no such direction is made, this proxy will be voted in accordance with the Board of Directors’ recommendations. In their discretion, the proxies are authorized to vote upon such other business as may properly come before the meeting.

Continued and to be signed on reverse side