Adina Eckstein - Aug 5, 2025 Form 4 Insider Report for Lemonade, Inc. (LMND)

Signature
/s/ Timothy Bixby, Attorney-in-Fact for Adina Eckstein
Stock symbol
LMND
Transactions as of
Aug 5, 2025
Transactions value $
-$247,925
Form type
4
Date filed
8/7/2025, 05:33 PM
Previous filing
Jun 25, 2025
Next filing
Aug 13, 2025

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Eckstein Adina Chief Operating Officer C/O LEMONADE, INC., 5 CROSBY STREET, 3RD FLOOR, NEW YORK /s/ Timothy Bixby, Attorney-in-Fact for Adina Eckstein 2025-08-07 0001874702

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction LMND COMMON STOCK Options Exercise $29.6K +1.25K +0.66% $23.69 191K Aug 5, 2025 Direct
transaction LMND COMMON STOCK Options Exercise $88.8K +3.75K +1.96% $23.69 195K Aug 5, 2025 Direct
transaction LMND COMMON STOCK Sale -$245K -5K -2.57% $49.00 190K Aug 5, 2025 Direct F1

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction LMND STOCK OPTION Options Exercise -$29.6K -1.25K -100% $23.69 0 Aug 5, 2025 COMMON STOCK 1.25K $23.69 Direct F2
transaction LMND STOCK OPTION Options Exercise -$91.8K -3.75K -12.5% $24.47 26.3K Aug 5, 2025 COMMON STOCK 3.75K $24.47 Direct F2
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Buy Plan / Sale Plan: These are also open market purchases/sales of shares, but in this case the transaction is part of a trading plan. Rule 10b5-1 allows insiders to setup a trading plan to buy/sell stocks over a certain period of time. Since the purchases/sales are predetermined, this protects the insiders from violating insider trading law.

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).

Explanation of Responses:

Id Content
F1 Represents sale pursuant to a Rule 10b5-1 trading plan adopted December 5, 2024.
F2 The stock option is fully vested.