SEC Form 4
FORM 4 UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
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Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
1. Name and Address of Reporting Person*
Eckstein Adina

(Last) (First) (Middle)
C/O LEMONADE, INC.
5 CROSBY STREET, 3RD FLOOR

(Street)
NEW YORK NY 10013

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
Lemonade, Inc. [ LMND ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director 10% Owner
X Officer (give title below) Other (specify below)
Chief Operating Officer
3. Date of Earliest Transaction (Month/Day/Year)
11/19/2024
4. If Amendment, Date of Original Filed (Month/Day/Year)
6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V Amount (A) or (D) Price
COMMON STOCK 11/19/2024 M 15,000 A $24.47 204,653 D
COMMON STOCK 11/19/2024 M 1,769 A $27.35 206,422 D
COMMON STOCK 11/19/2024 M 6,875 A $23.69 213,297 D
COMMON STOCK 11/19/2024 S(1) 15,000 D $40 198,297 D
COMMON STOCK 11/19/2024 S(1) 1,769 D $40 196,528 D
COMMON STOCK 11/19/2024 S(1) 6,875 D $40 189,653 D
COMMON STOCK 11/21/2024 M 15,000 A $24.47 204,653 D
COMMON STOCK 11/21/2024 M 1,769 A $27.35 206,422 D
COMMON STOCK 11/21/2024 M 6,875 A $23.69 213,297 D
COMMON STOCK 11/21/2024 S(1) 15,000 D $50 198,297 D
COMMON STOCK 11/21/2024 S(1) 1,769 D $50 196,528 D
COMMON STOCK 11/21/2024 S(1) 6,875 D $50 189,653 D
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year) 7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
STOCK OPTION $24.47 11/19/2024 M 15,000 (2) 06/06/2030 COMMON STOCK 15,000 $24.47 45,000 D
STOCK OPTION $27.35 11/19/2024 M 1,769 (3) 04/05/2032 COMMON STOCK 1,769 $27.35 54,831 D
STOCK OPTION $23.69 11/19/2024 M 6,875 (2) 09/25/2029 COMMON STOCK 6,875 $23.69 13,125 D
STOCK OPTION $24.47 11/21/2024 M 15,000 (2) 06/06/2030 COMMON STOCK 15,000 $24.47 30,000 D
STOCK OPTION $27.35 11/21/2024 M 1,769 (3) 04/05/2032 COMMON STOCK 1,769 $27.35 53,062 D
STOCK OPTION $23.69 11/21/2024 M 6,875 (2) 09/25/2029 COMMON STOCK 6,875 $23.69 6,250 D
Explanation of Responses:
1. The reported transaction occurred pursuant to a trading plan intended to comply with Rule 10b5-1(c) and adopted on June 14, 2024.
2. The stock option is fully vested.
3. Represents an award of stock options, which vest in 16 equal quarterly installments which began on July 5, 2022, subject to the Reporting Person's continued employment with the Issuer through each applicable vesting date.
Remarks:
/s/ Timothy Bixby, Attorney-in-Fact for Adina Eckstein 11/21/2024
** Signature of Reporting Person Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
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