Lemonade (NYSE: LMND) chief insurance officer sells 11,000 shares

Rhea-AI Filing Summary

Lemonade, Inc. (LMND) reported that Chief Insurance Officer John Sheldon Peters sold 11,000 shares of common stock on 2026-08-13 in an open market or private transaction at a weighted average price of $52.55 per share, as described in a footnote. Following this sale, he directly holds 76,942 shares of Lemonade common stock. The transaction was not reported as made under a Rule 10b5-1 trading plan.

Insider Trade Summary

Net Seller: 11,000 shares

Net Sell 1 txn

Insider Peters John Sheldon

Role Chief Insurance Officer

Sold 11,000 shs ($578K)

Type	Security	Shares	Price	Value
Sale	COMMON STOCK F1	11,000	$52.55	$578K

Holdings After Transaction: COMMON STOCK — 76,942 shares (Direct)

Footnotes (1)

1. F1. 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 within the range set forth in this footnote.

Key Figures

Shares sold: 11,000 shares Weighted average sale price: $52.55 per share Shares owned after transaction: 76,942 shares +1 more

4 metrics

Shares sold 11,000 shares Common stock sale on 2026-08-13 by Chief Insurance Officer

Weighted average sale price $52.55 per share Sale of 11,000 shares of common stock on 2026-08-13

Shares owned after transaction 76,942 shares Direct holdings of John Sheldon Peters following the reported sale

Net buy/sell shares in filing -11,000 shares Transaction summary net buy/sell direction is net-sell

Key Terms

weighted average price, open market or private transaction, Rule 10b5-1

3 terms

weighted average price financial

"The price reported in Column 4 is a weighted average price."

Weighted average price is the average price of a security where each trade or component is counted according to its size, so bigger trades pull the average more than smaller ones. Think of it like calculating the average cost of a grocery haul where items you bought more of have greater influence on the final per-item cost. Investors use it to understand the true average price paid or received, judge execution quality, and compare trading performance against market movement.

open market or private transaction financial

"transaction_code_description: Sale in open market or private transaction"

Rule 10b5-1 financial

"Rule 10b5-1 checkbox indicates whether trades use a trading plan"

Rule 10b5-1 is a regulation that allows company insiders to buy or sell their shares at predetermined times, even if they have access to non-public information. It acts like setting a schedule in advance for transactions, helping prevent accusations of unfair trading. This rule provides a way for insiders to plan trades transparently, giving investors confidence that these transactions are not based on hidden information.

FAQ

What insider transaction did Lemonade (LMND) disclose for John Sheldon Peters?

Lemonade (LMND) disclosed that Chief Insurance Officer John Sheldon Peters sold 11,000 shares of common stock on 2026-08-13 at a weighted average price of $52.55 per share in an open market or private transaction.

How many Lemonade (LMND) shares does John Sheldon Peters hold after the reported sale?

After the reported transaction, John Sheldon Peters directly holds 76,942 shares of Lemonade (LMND) common stock. This figure is shown as the total shares following the transaction in the filing’s non-derivative holdings table.

At what price did John Sheldon Peters sell Lemonade (LMND) shares on 2026-08-13?

He sold shares at a weighted average price of $52.55 per share on 2026-08-13. The filing notes the price is a weighted average across multiple transactions and detailed trade prices are available upon request.

Was the Lemonade (LMND) insider sale by John Sheldon Peters under a Rule 10b5-1 plan?

The filing indicates the transaction was not made pursuant to a Rule 10b5-1 trading plan, as the specific checkbox for such plans is marked false, and no footnote describes a pre-arranged trading arrangement.

What type of transaction did Lemonade (LMND) report for John Sheldon Peters?

Lemonade (LMND) reported a sale of common stock by John Sheldon Peters, coded “S” for a sale in an open market or private transaction, covering 11,000 shares with direct ownership reported after the trade.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Form 4 Insider Transactions: What Each Field Means →

Available on EDGAR 08/17/2026 - 05:06 PM Accepted by SEC EDGAR 08/17/2026 - 05:05 PM Learn about SEC filing dates

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^*

Peters John Sheldon

(Last) (First) (Middle)

C/O LEMONADE, INC.

5 CROSBY STREET, 3RD FLOOR

(Street)

NEW YORK NEW YORK 10013

(City) (State) (Zip)

UNITED STATES

(Country)

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

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
08/13/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

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	08/13/2026		S		11,000	D	$52.55(1)	76,942	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. 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 within the range set forth in this footnote.

Remarks:

	/s/ Timothy Bixby, Attorney-in-Fact for John Peters	08/17/2026
	** 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.
* Form 4: SEC 1474 (03-26)