Lemonade (LMND) COO Adina Eckstein reports 7,919-share sale, holds 188,391

Rhea-AI Filing Summary

Lemonade, Inc. reported an insider stock sale by Chief Operating Officer Adina Eckstein. On December 11, 2025, Eckstein sold 7,919 shares of Lemonade common stock in an open market transaction coded as a sale. The shares were sold at a weighted average price of $84.15 per share, with the trade executed in multiple transactions at different prices.

The filing states that the sale was made pursuant to a Rule 10b5-1 trading plan adopted on September 8, 2025. After this transaction, Eckstein beneficially owned 188,391 shares of Lemonade common stock, held directly.

Insider Trade Summary

Net Seller: 7,919 shares ($666,384)

Net Sell 1 txn

Insider Eckstein Adina

Role Chief Operating Officer

Sold 7,919 shs ($666K)

Type	Security	Shares	Price	Value
Sale	COMMON STOCK	7,919	$84.15	$666K

Holdings After Transaction: COMMON STOCK — 188,391 shares (Direct)

Footnotes (1)

1. Represents sale pursuant to a Rule 10b5-1 trading plan adopted on September 8, 2025. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price.

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).

X

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^*

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)
12/11/2025

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	12/11/2025		S		7,919(1)	D	$84.15(2)	188,391	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

Explanation of Responses:

1. Represents sale pursuant to a Rule 10b5-1 trading plan adopted on September 8, 2025.

2. The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price.

Remarks:

	/s/ Timothy Bixby, Attorney-in-Fact for Adina Eckstein	12/15/2025
	** 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 insider transaction did Lemonade (LMND) disclose in this Form 4?

Lemonade disclosed that its Chief Operating Officer, Adina Eckstein, sold 7,919 shares of the companys common stock in a reportable open market transaction.

On what date did Adina Eckstein sell Lemonade (LMND) shares and at what price?

Adina Eckstein sold Lemonade common stock on December 11, 2025 at a weighted average price of $84.15 per share, with the sale executed through multiple transactions.

How many Lemonade (LMND) shares does Adina Eckstein own after the reported sale?

Following the reported sale, Adina Eckstein beneficially owned 188,391 shares of Lemonade common stock, reported as direct ownership.

Was the Lemonade (LMND) COOs share sale made under a Rule 10b5-1 plan?

Yes. The filing explains that the 7,919-share sale was made pursuant to a Rule 10b5-1 trading plan adopted on September 8, 2025.

What does the weighted average price in the Lemonade (LMND) Form 4 mean?

The Form 4 notes that the reported $84.15 price is a weighted average because the shares were sold in multiple transactions at different prices; detailed trade prices are available on request.

What is Adina Ecksteins role at Lemonade (LMND) as disclosed in the filing?

The filing identifies Adina Eckstein as an officer of Lemonade, specifically the companys Chief Operating Officer, and the Form 4 is filed for one reporting person.