Lemonade (NYSE: LMND) officer sells 9,000 shares at $90 under trading plan

Rhea-AI Filing Summary

Lemonade, Inc. reported that Chief Insurance Officer John Sheldon Peters sold common stock in a planned transaction. On January 22, 2026, he sold 9,000 shares of common stock at $90 per share in an open market sale coded as a disposition. The transaction was executed under a Rule 10b5-1 trading plan adopted on August 22, 2025, indicating it was pre-arranged rather than opportunistic.

Following this sale, Peters beneficially owns 70,228 shares of Lemonade common stock, held directly. The filing shows no derivative securities activity in this period.

Insider Trade Summary

Net Seller: 9,000 shares ($810,000)

Net Sell 1 txn

Insider Peters John Sheldon

Role Chief Insurance Officer

Sold 9,000 shs ($810K)

Type	Security	Shares	Price	Value
Sale	COMMON STOCK	9,000	$90.00	$810K

Holdings After Transaction: COMMON STOCK — 70,228 shares (Direct)

Footnotes (1)

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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^*

Peters John Sheldon

(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 Insurance Officer

3. Date of Earliest Transaction (Month/Day/Year)
01/22/2026

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	01/22/2026		S(1)		9,000	D	$90	70,228	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 August 22, 2025.

Remarks:

	/s/ Timothy Bixby, Attorney-in-Fact for John Peters	01/23/2026
	** 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 insider transaction did Lemonade (LMND) disclose in this Form 4?

The company disclosed that Chief Insurance Officer John Sheldon Peters sold 9,000 shares of Lemonade common stock on January 22, 2026 in an open market transaction.

At what price were the Lemonade (LMND) shares sold by the officer?

The 9,000 shares of Lemonade common stock were sold at a price of $90 per share.

Was the Lemonade (LMND) insider sale part of a trading plan?

Yes. The filing states the sale represents a sale pursuant to a Rule 10b5-1 trading plan that was adopted on August 22, 2025.

How many Lemonade (LMND) shares does the officer own after this transaction?

After the reported sale, Chief Insurance Officer John Sheldon Peters beneficially owns 70,228 shares of Lemonade common stock, held directly.

Does the Form 4 report any Lemonade (LMND) derivative securities for this insider?

No. The Form 4 shows no transactions in derivative securities for this reporting person in the period covered; only common stock is reported.

What is the insider’s role at Lemonade (LMND)?

The reporting person, John Sheldon Peters, is an officer of Lemonade serving as its Chief Insurance Officer.