Lemonade (LMND) Chief Business Officer awarded 181,389 RSUs, boosts holdings

Rhea-AI Filing Summary

Prosor Maya reported acquisition or exercise transactions in this Form 4 filing.

Lemonade, Inc. Chief Business Officer Maya Prosor received a grant of 181,389 restricted stock units, each representing one share of common stock. The RSUs begin vesting quarterly on June 1, 2026, over eight years, with small portions vesting each year, subject to her continued employment. Following this award, she holds 188,793 shares directly and 29,286 shares indirectly through Cohen Holdings, LLC, over which she has voting and dispositive control. This is a compensation-related equity grant, not an open-market stock purchase.

Insider Trade Summary

2 transactions reported

Mixed 2 txns

Insider Prosor Maya

Role Chief Business Officer

Type	Security	Shares	Price	Value
Grant/Award	COMMON STOCK	181,389	$0.00	--
holding	COMMON STOCK	--	--	--

Holdings After Transaction: COMMON STOCK — 188,793 shares (Direct); COMMON STOCK — 29,286 shares (Indirect, Directly held by Cohen Holdings, LLC)

Footnotes (1)

1. Represents an award of restricted stock units ("RSUs"), which will vest in quarterly installments over 8 years, subject to the Reporting Person's continued employment with the Issuer through each applicable vesting date. The RSUs begin vesting quarterly on June 1, 2026 with 5% of the award vesting during the first year, 10% during the second year, 15% during the third year, 20% during each of the fourth and fifth years, 15% during the sixth year, 10% during the seventh year and 5% during the eighth year. Each RSU represents a contingent right to receive one share of the Issuer's common stock. The Reporting Person is the owner of Cohen Holdings, LLC and has voting and dispositive control over the shares held by Cohen Holdings, LLC.

Form 4 Insider Transactions: What Each Field Means →

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

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Prosor Maya

(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 Business Officer

3. Date of Earliest Transaction (Month/Day/Year)
03/08/2026

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	03/08/2026		A		181,389(1)	A	$0	188,793	D
COMMON STOCK								29,286	I(2)	Directly held by Cohen Holdings, LLC

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

Explanation of Responses:

1. Represents an award of restricted stock units ("RSUs"), which will vest in quarterly installments over 8 years, subject to the Reporting Person's continued employment with the Issuer through each applicable vesting date. The RSUs begin vesting quarterly on June 1, 2026 with 5% of the award vesting during the first year, 10% during the second year, 15% during the third year, 20% during each of the fourth and fifth years, 15% during the sixth year, 10% during the seventh year and 5% during the eighth year. Each RSU represents a contingent right to receive one share of the Issuer's common stock.

2. The Reporting Person is the owner of Cohen Holdings, LLC and has voting and dispositive control over the shares held by Cohen Holdings, LLC.

Remarks:

	/s/ Timothy Bixby, Attorney-in-Fact for Maya Prosor	03/10/2026
	** 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.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

What did Lemonade (LMND) executive Maya Prosor report in this Form 4?

Maya Prosor reported receiving 181,389 restricted stock units of Lemonade common stock as a compensation award. These RSUs vest over eight years and increase her direct holdings to 188,793 shares, plus 29,286 shares held indirectly through Cohen Holdings, LLC.

Is the Lemonade (LMND) Form 4 a stock purchase or a compensation grant?

The Form 4 reflects a compensation grant, not a stock purchase. Prosor received 181,389 RSUs at no stated purchase price, vesting over time based on continued employment, which is typical for long-term incentive compensation rather than open-market buying.

How do the RSUs granted to Lemonade (LMND) CBO vest over time?

The 181,389 RSUs vest quarterly over eight years starting June 1, 2026. Vesting is 5% in the first year, 10% in the second, 15% in the third, 20% in the fourth and fifth, 15% in the sixth, 10% in the seventh, and 5% in the eighth year.

What is Maya Prosor’s total reported share exposure to Lemonade (LMND) after this filing?

After the grant, Prosor holds 188,793 shares directly and 29,286 shares indirectly via Cohen Holdings, LLC. The filing notes she owns Cohen Holdings, LLC and has voting and dispositive control over the shares that entity holds.

Does the Lemonade (LMND) Form 4 show any stock sales by Maya Prosor?

The Form 4 does not report any stock sales by Prosor. It shows one acquisition transaction coded as a grant or award of 181,389 RSUs and an indirect holding entry for shares owned through Cohen Holdings, LLC.

What role does Cohen Holdings, LLC play in Maya Prosor’s Lemonade (LMND) holdings?

Cohen Holdings, LLC holds 29,286 Lemonade shares indirectly for Prosor. The filing states she owns Cohen Holdings, LLC and has voting and dispositive control over those shares, meaning she effectively controls that indirect position in addition to her direct holdings.