Maya Prosor - 08 Mar 2026 Form 4 Insider Report for Lemonade, Inc. (LMND)

Role: Chief Business Officer
Signature: /s/ Timothy Bixby, Attorney-in-Fact for Maya Prosor
Issuer symbol: LMND
Transactions as of: 08 Mar 2026
Net transactions value: $0
Form type: 4
Filing time: 10 Mar 2026, 16:50:54 UTC
Previous filing: 05 Mar 2026
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
Prosor Maya	Chief Business Officer	C/O LEMONADE, INC., 5 CROSBY STREET, 3RD FLOOR, NEW YORK	/s/ Timothy Bixby, Attorney-in-Fact for Maya Prosor	10 Mar 2026	0002011118

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	LMND	COMMON STOCK	Award		+181,389	+2450%	$0.000000^*	188,793	08 Mar 2026	Direct	F1
holding	LMND	COMMON STOCK						29,286	08 Mar 2026	Directly held by Cohen Holdings, LLC	F2

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	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.
F2	The Reporting Person is the owner of Cohen Holdings, LLC and has voting and dispositive control over the shares held by Cohen Holdings, LLC.

Content

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.