Lemonade (LMND) Form 144: Proposed sale of 20,000 shares, $1.48M

A holder of Lemonade, Inc. (LMND) common stock filed a Form 144 for a proposed sale of 20,000 shares.

Rhea-AI Filing Summary

A holder of Lemonade, Inc. (LMND) common stock filed a Form 144 for a proposed sale of 20,000 shares. The filing lists an aggregate market value of $1,480,000 and identifies Fidelity Brokerage Services LLC as the broker. The approximate sale date is 11/07/2025, and the shares are listed on the NYSE.

The shares relate to options granted on 04/05/2022, acquired on 11/07/2025, with cash payment to the issuer. Shares outstanding were 74,731,027; this is a baseline figure, not the amount being offered.

FAQ

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

What did the LMND Form 144 disclose?

A proposed sale of 20,000 common shares with an aggregate market value of $1,480,000.

When is the proposed sale date for LMND shares?

The filing lists an approximate date of sale of 11/07/2025.

Which broker is named in the LMND Form 144?

The broker is Fidelity Brokerage Services LLC.

On which exchange are the LMND shares listed?

The filing names the NYSE as the securities exchange.

How were the LMND shares acquired?

They relate to an option granted on 04/05/2022, acquired on 11/07/2025 with cash payment.

How many LMND shares are outstanding?

The filing lists 74,731,027 shares outstanding.

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

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Accepted by SEC EDGAR 11/07/2025 - 04:50 PM 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	0001874702
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	Eckstein Adina
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	20000	1480000.00	74731027	11/07/2025	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	11/07/2025	Option Granted - 04/05/2022	Issuer			20000	11/07/2025	Cash

* 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

Nothing to Report

144: Remarks and Signature

Remarks
Date of Notice	11/07/2025
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/ Joshua Schmitt, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Adina Eckstein.
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)