LMND: John S. Peters reports multiple insider sales

John S. Peters reported sales of Common Stock in Form 144.

Rhea-AI Filing Summary

John S. Peters reported sales of Common Stock in Form 144. The filing lists four reported dispositions: 12/10/2025 3,554 shares for $287,874; 01/06/2026 10,000 shares for $800,000; 01/22/2026 9,000 shares for $810,000; and 03/03/2026 1,773 shares for $88,867.02.

The filing also shows 3,571 restricted shares listed as vesting on 03/01/2026 under compensation. The transactions were reported through Fidelity Brokerage Services LLC.

Insights

Securities Compliance Analyst

Sale report is routine Form 144 disclosure; facts are transactional and administrative.

The filing documents four discrete dispositions by John S. Peters with per-sale proceeds explicitly listed: $287,874, $800,000, $810,000, and $88,867.02. It also records 3,571 restricted shares vesting on 03/01/2026.

These entries are reported transactions required under resale notification rules. Cash‑flow treatment and motivations are not described in the excerpt; subsequent filings would provide any additional context.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What sales does the LMND Form 144 report for John S. Peters?

The Form 144 reports four sales by John S. Peters on specific dates with proceeds. It lists 3,554 shares on 12/10/2025 for $287,874; 10,000 shares on 01/06/2026 for $800,000; 9,000 shares on 01/22/2026 for $810,000; and 1,773 shares on 03/03/2026 for $88,867.02.

Does the filing show any equity awards or vesting for LMND?

Yes, the filing shows restricted stock vesting for Common shares. It records 3,571 restricted shares vesting on 03/01/2026 listed under compensation, indicating shares became issuable to the recipient on that date.

Through which broker were the LMND transactions reported?

The transactions are reported via Fidelity Brokerage Services LLC. The broker address is shown and the sales entries list Fidelity as the reporting brokerage for the transactions in the excerpt.

Are aggregate totals or proceeds sums provided in the Form 144 excerpt?

The excerpt provides per‑sale proceeds but does not present an explicit aggregate total. Each disposition includes a date, share count, and a listed proceeds figure for that specific sale in the filing.

Do the disclosed transactions indicate insider intention or strategy for LMND shares?

The filing records transactional facts only and does not state motivations or trading strategy. It lists dates, share counts, and proceeds; it does not describe reasons for the sales or any planned future sales.

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

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Accepted by SEC EDGAR 03/04/2026 - 11:40 AM Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0001816299
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	Lemonade, Inc.
SEC File Number	001-39367
Address of Issuer	5 CROSBY STREET 3RD FLOOR NEW YORK NEW YORK 10013
Phone	(844) 733-8666
Name of Person for Whose Account the Securities are To Be Sold	Peters John Sheldon
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Fidelity Brokerage Services LLC 900 Salem Street Smithfield RI 02917	3571	187477.50	76383438	03/04/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	03/01/2026	Restricted Stock Vesting	Issuer			3571	03/01/2026	Compensation

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
John S. Peters 5 Crosby Street 3rd Floor New York NY 10013	Common	12/10/2025	3554	287874.00
John S. Peters 5 Crosby Street 3rd Floor New York NY 10013	Common	01/06/2026	10000	800000.00
John S. Peters 5 Crosby Street 3rd Floor New York NY 10013	Common	01/22/2026	9000	810000.00
John S. Peters 5 Crosby Street 3rd Floor New York NY 10013	Common	03/03/2026	1773	88867.02

144: Remarks and Signature

Remarks
Date of Notice	03/04/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	08/22/2025
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/Wade Moss, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for John S. Peters
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)