Adina Eckstein - 05 Aug 2025 Form 4 Insider Report for Lemonade, Inc. (LMND)

Signature
/s/ Timothy Bixby, Attorney-in-Fact for Adina Eckstein
Issuer symbol
LMND
Transactions as of
05 Aug 2025
Transactions value $
-$247,925
Form type
4
Filing time
07 Aug 2025, 17:33:26 UTC
Previous filing
25 Jun 2025
Next filing
13 Aug 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 07 Aug 2025 0001874702

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction LMND COMMON STOCK Options Exercise $29,612 +1,250 +0.66% $23.69 190,903 05 Aug 2025 Direct
transaction LMND COMMON STOCK Options Exercise $88,837 +3,750 +1.96% $23.69 194,653 05 Aug 2025 Direct
transaction LMND COMMON STOCK Sale -$245,000 -5,000 -2.57% $49 189,653 05 Aug 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 -$29,612 -1,250 -100% $23.69 0 05 Aug 2025 COMMON STOCK 1,250 $23.69 Direct F2
transaction LMND STOCK OPTION Options Exercise -$91,762 -3,750 -12.5% $24.47 26,250 05 Aug 2025 COMMON STOCK 3,750 $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.