Shai Wininger - 18 Mar 2026 Form 4 Insider Report for Lemonade, Inc. (LMND)

Reporting relationship: President, Director
Issuer ticker: LMND
Reported as of: 18 Mar 2026
Net transaction value: $0
SEC form: 4
Accepted by SEC: 20 Mar 2026, 16:05:34 UTC
Prior SEC filing: 25 Aug 2025
Source filing: View source filing
Reporting owner signature: /s/ Timothy Bixby, Attorney-in-Fact for Shai Wininger

Key filing fact

Shai Wininger filed Form 4 for Lemonade, Inc. (LMND) on 20 Mar 2026.

Key facts

This page summarizes Shai Wininger's Form 4 filing for Lemonade, Inc. (LMND).
2 reported transactions and 0 derivative rows are listed below.
Accepted by SEC: 20 Mar 2026, 16:05.

Change

Previous filing in this sequence was filed on 25 Aug 2025.
Current net transaction value: $0.

Research use

This tells you what this filing adds before you inspect full transaction and derivative tables.
You can trace every row back to the original SEC filing document.

Evidence

Filed on Form 4

Ownership activity is grounded in SEC Form 4 disclosures.

View source filing

Reporting Owners (1)

CIK 0001803365 Primary reporting owner

Wininger Shai

Relationship: President, Director
Address: C/O LEMONADE, INC., 5 CROSBY STREET, 3RD FLOOR, NEW YORK
Signature: /s/ Timothy Bixby, Attorney-in-Fact for Shai Wininger
Signature date: 20 Mar 2026

Reported non-derivative transactions

Shares, units, or other non-derivative securities reported in this filing.

LMND transaction

COMMON STOCK

Award

Transaction value
Shares: +820,000
Change %: +24%
Price: $0.000000^*
Shares after: 4,238,749
Date: 18 Mar 2026
Ownership: Direct
Footnotes: F1

LMND transaction

COMMON STOCK

Award

Transaction value
Shares: +180,000
Change %: +4.2%
Price: $0.000000^*
Shares after: 4,418,749
Date: 18 Mar 2026
Ownership: Direct
Footnotes: F2

^* marks a reported price that did not pass the local price check.

Additional SEC filing notes

Filing notes and footnotes

Explanation of responses 2 footnotes

Footnote F1

Represents an award of restricted stock units ("RSUs"), which will vest in quarterly installments over 8 years, subject to the Reporting Person's continued employment with the Issuer through each applicable vesting date. The RSU begins vesting quarterly on June 1, 2026 with 5% of the award vesting during the first year, 10% during the second year, 15% during the third year, 20% during each of the fourth and fifth years, 15% during the sixth year, 10% during the seventh year and 5% during the eighth year. Each RSU represents a contingent right to receive one share of the Issuer's common stock.

Footnote F2

Represents an award of performance restricted stock units, which will vest if and only if the Company's stock price sustains a closing price of $110 for at least 30 consecutive trading days within 24 months of the Grant Date.