LMND · Insider Trading

Lemonade, Inc.

Every open-market purchase and sale reported by LMND officers, directors and 10%+ beneficial owners on SEC Form 4, which must be filed within two business days of the transaction. Sales often reflect scheduled 10b5-1 plans or tax withholding rather than a directional view, so read counts alongside the size and the filer.

Form 4 Filings
50
most recent
Open-Market Buys
1
code P
Sales
17
code S
Reporting Insiders
21
current holders
LMND — Recent Form 4 Transactions (latest 2026-09-08)
FiledInsiderRole TypeSharesValue
2026-09-08 TIMOTHY E BIXBY Chief Financial Officer Sell — —
2026-09-08 Maya Prosor Chief Business Officer Sell — —
2026-09-08 John Sheldon Peters Chief Insurance Officer Sell — —
2026-09-04 Shai Wininger President G — —
2026-08-17 John Sheldon Peters Chief Insurance Officer Sell — —
2026-07-29 John Sheldon Peters Chief Insurance Officer A — —
2026-07-09 TIMOTHY E BIXBY Chief Financial Officer Sell — —
2026-07-08 John Sheldon Peters Chief Insurance Officer Sell — —
2026-06-12 Michael A Eisenberg Director G — —
2026-06-05 Geoff Seeley Director A — —
2026-06-05 Debra Schwartz Director A — —
2026-06-05 John Sheldon Peters Chief Insurance Officer Sell — —
2026-06-05 TIMOTHY E BIXBY Chief Financial Officer Sell — —
2026-06-05 Samer Haj-Yehia Director A — —
2026-06-05 Prashant Ratanchandani Director A — —
2026-06-05 Maya Prosor Chief Business Officer Sell — —
2026-06-05 Maria Angelidis-Smith Director A — —
2026-03-30 Maria Angelidis-Smith Director Buy — —
2026-03-20 Shai Wininger President A — —
2026-03-20 Daniel A. Schreiber Chief Executive Officer A — —
2026-03-12 Maria Angelidis-Smith Director A — —
2026-03-10 Adina Eckstein Chief Operating Officer A — —
2026-03-10 Maya Prosor Chief Business Officer A — —
2026-03-05 TIMOTHY E BIXBY Chief Financial Officer Sell — —
2026-03-05 John Sheldon Peters Chief Insurance Officer Sell — —
2026-03-05 Maya Prosor Chief Business Officer Sell — —
2026-02-17 John Sheldon Peters Chief Insurance Officer M — —
2023-03-09 John Sheldon Peters Chief Insurance Officer Sell — —
2023-03-09 TIMOTHY E BIXBY Chief Financial Officer Sell — —
2023-02-09 Adina Eckstein Chief Operating Officer A — —
2023-02-09 John Sheldon Peters Chief Insurance Officer A — —
2023-02-09 TIMOTHY E BIXBY Chief Financial Officer A — —
2023-02-06 John Sheldon Peters Chief Insurance Officer M — —
2022-11-03 John Sheldon Peters Chief Insurance Officer MIXED — —
2022-10-21 John Sheldon Peters Chief Insurance Officer M — —
2022-08-22 Mwashuma Kamata Nyatta Director A — —
2022-08-17 Daniel A. Schreiber Co-Chief Executive Officer A — —
2022-08-17 Shai Wininger Co-Chief Executive Officer A — —
2022-06-10 Silvija Martincevic Director A — —
2022-06-10 Irina Novoselsky Director A — —
2022-04-07 John Sheldon Peters Chief Insurance Officer A — —
2022-04-07 TIMOTHY E BIXBY Chief Financial Officer A — —
2022-04-07 Adina Eckstein Chief Operating Officer A — —
2022-03-18 Michael A Eisenberg Director Sell — —
2022-01-21 John Sheldon Peters Chief Insurance Officer Sell — —
2021-12-08 John Sheldon Peters Chief Insurance Officer A — —
2021-12-08 Adina Eckstein Chief Operating Officer A — —
2021-12-08 Jorge Espinel CBDO A — —
2021-11-05 John Sheldon Peters Chief Insurance Officer MIXED — —
2021-11-03 TIMOTHY E BIXBY Chief Financial Officer Sell — —
LMND — Current Insider Holders
InsiderRole Shares HeldValue
— President 16,400,257 —
— Director 11,989,542 —
— 10%+ Owner 4,539,063 —
— 10%+ Owner 4,128,275 —
— Chief Executive Officer 2,538,753 —
— 10%+ Owner 1,729,622 —
— Director 755,812 —
— Director 386,688 —
— Chief Operating Officer 333,503 —
— Director 284,029 —
— Chief Business Officer 215,819 —
— Chief Financial Officer 172,370 —
— Chief Insurance Officer 73,834 —
— Director 56,688 —
— Director 27,187 —
— Director 24,415 —
— Director 15,000 —
— Director 10,662 —
— Director 10,662 —
— Director 6,185 —
— Director 5,967 —
How to read Form 4 activity

Form 4 reports a change in beneficial ownership by an officer, director or 10%+ holder, and must be filed within two business days of the transaction — so this is close to real time, unlike the 45-day-lagged 13F institutional data.

Transaction codes matter more than the raw buy/sell count. Code P is an open-market purchase — an insider choosing to buy with their own money, which is the signal most research treats as informative. Code S is a sale, but sales are frequently pre-scheduled under a 10b5-1 plan or cover tax withholding on vesting equity, so a run of sales often says nothing directional. Codes A and M are grants and option exercises rather than open-market decisions.

Full filing history and per-insider positions are on the LMND quote page; the site-wide leaderboard is on the insider transactions hub.

Market data may be delayed, incomplete, or inaccurate. Not a recommendation to buy, sell, or hold any security. Verify quotes with your broker before trading. See Terms §17.