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. )

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☐ Preliminary Proxy Statement

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☐ Definitive Proxy Statement

☒ Definitive Additional Materials

☐ Soliciting Material Under § 240.14a-12

Pitney Bowes Inc.

(Name of Registrant as Specified In Its Charter)

Hestia Capital Partners LP

Helios I, LP

Hestia Capital Partners GP, LLC

Hestia Capital Management, LLC

Kurtis J. Wolf

Milena Alberti-Perez

Todd A. Everett

Katie A. May

Lance E. Rosenzweig

(Name of Persons(s) Filing Proxy Statement, if other than the Registrant)

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Hestia Capital Partners, LP (“Hestia Capital”), together with the other participants named herein (collectively, “Hestia”), has filed a definitive proxy statement and accompanying WHITE universal proxy card with the Securities and Exchange Commission to be used to solicit votes for the election of its slate of highly-qualified director nominees at the 2023 annual meeting of stockholders (the “Annual Meeting”) of Pitney Bowes Inc., a Delaware corporation (the “Company”).

Item 1: On March 16, 2023, Hestia issued the below press release as well as an open letter to stockholders of the Company. A copy of the letter is attached hereto Exhibit 1 and is incorporated herein by reference.

Hestia Capital Files Definitive Proxy Statement and Sends Letter to Pitney Bowes Stockholders

PITTSBURGH—(BUSINESS WIRE)—Hestia Capital Management, LLC (collectively with its affiliates, “Hestia” or “we”), which is the third largest stockholder of Pitney Bowes, Inc. (NYSE: PBI) (“Pitney Bowes” or the “Company”) and has a beneficial ownership position of 8.4% of the Company’s outstanding common stock, today announced that it has filed a definitive proxy statement with the U.S. Securities and Exchange Commission in connection with Pitney Bowes’ 2023 Annual Meeting of Stockholders scheduled for May 9, 2023. In addition, Hestia sent a letter to the Company’s stockholders, which can be downloaded and viewed at the link above.

Learn how to vote for Hestia’s five director candidates on the WHITE proxy card or WHITE voting instruction form by visiting www.TransformPitneyBowes.com, where stockholders can download a copy of our letter, review a copy of Hestia’s definitive proxy statement and sign up for future updates on Hestia’s campaign for boardroom change.

About Hestia Capital

Hestia Capital is a long-term focused, deep value investment firm that typically makes investments in a narrow selection of companies facing company-specific, and/or industry, disruptions. Hestia seeks to leverage its General Partner's expertise in competitive strategy, operations and capital markets to identify attractive situations within this universe of disrupted companies. These companies are often misunderstood by the general investing community or suffer from mismanagement, which we reasonably expect to be corrected, and provide the 'price dislocations' which allows Hestia to identify, and invest in, highly attractive risk/reward investment opportunities.

Contacts

Saratoga Proxy Consulting LLC

John Ferguson / Joe Mills, 212-257-1311

info@saratogaproxy.com

Item 2: On March 16, 2023, Hestia launched a website to communicate with stockholders of the Company regarding the Annual Meeting. The website address is www.TransformPitneyBowes.com. The following materials, including the letter to stockholders attached as Exhibit 1 hereto, were posted by Hestia to www.TransformPitneyBowes.com:

Item 3: On March 16, 2023, Hestia posted the following materials to www.hestiacapital.com: