Lemonade (NYSE: LMND) holder plans Rule 144 sale of 2,677 vested shares

Rhea-AI Filing Summary

Lemonade, Inc. (LMND) insider plans additional share sale under Rule 144. A holder has filed to sell 2,677 shares of Lemonade common stock through Fidelity Brokerage Services on the NYSE, with an aggregate market value of $194,711.06 and an approximate sale date of 12/02/2025. The filing notes that 74,731,027 shares of Lemonade common stock are outstanding.

The 2,677 shares to be sold were acquired on 12/01/2025 via restricted stock vesting from the issuer as compensation. Over the past three months, the same seller reported additional sales of Lemonade common stock, including 2,718 shares on 09/03/2025 for gross proceeds of $136,830.37, 18,930 shares on 11/20/2025 for $1,377,536.10, and 3,789 shares on 11/24/2025 for $278,205.02. The signer represents that they are not aware of undisclosed material adverse information about Lemonade.

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

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

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

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	2677	194711.06	74731027	12/02/2025	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	12/01/2025	Restricted Stock Vesting	Issuer			2677	12/01/2025	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	09/03/2025	2718	136830.37
John S. Peters 5 Crosby Street 3rd Floor New York NY 10013	Common	11/20/2025	18930	1377536.10
John S. Peters 5 Crosby Street 3rd Floor New York NY 10013	Common	11/24/2025	3789	278205.02

144: Remarks and Signature

Remarks

Date of Notice

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

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What does the Form 144 filing for Lemonade (LMND) disclose?

The Form 144 discloses a planned sale of 2,677 shares of Lemonade common stock on the NYSE, with an aggregate market value of $194,711.06, by a holder who recently received these shares through restricted stock vesting as compensation.

How many Lemonade (LMND) shares are planned to be sold and through which broker?

The filing indicates that 2,677 shares of Lemonade common stock are planned to be sold through Fidelity Brokerage Services LLC on the NYSE, with an approximate sale date of 12/02/2025.

How were the Lemonade (LMND) shares in this Form 144 acquired?

The 2,677 Lemonade shares were acquired on 12/01/2025 via restricted stock vesting from the issuer, characterized in the filing as compensation.

What other recent Lemonade (LMND) share sales by this seller are reported?

Over the past three months, the seller reported additional Lemonade common stock sales: 2,718 shares on 09/03/2025 for $136,830.37, 18,930 shares on 11/20/2025 for $1,377,536.10, and 3,789 shares on 11/24/2025 for $278,205.02 in gross proceeds.

How many Lemonade (LMND) shares are outstanding according to this notice?

The notice states that 74,731,027 shares of Lemonade common stock are outstanding.

Does the seller make any representation about inside information in the Lemonade (LMND) Form 144?

Yes. By signing the notice, the seller represents that they do not know any material adverse information about Lemonade’s current or prospective operations that has not been publicly disclosed.