Insider transactions

Shai Wininger

CIK 1803365 · President · last filed 2026-09-04

Shai Wininger is a President who has filed 15 SEC Form 4 insider transactions across 2 companies since 2020. The most recent filing, for LMND, was dated Sep 4, 2026. Across all open-market trades the lifetime net is −$63.1M, making them a net seller over the disclosed history. Current disclosed insider exposure totals $731.5M across reported positions.

"Disclosed insider exposure" sums this person's most-recently-reported share counts across each company they're an insider in, multiplied by the current underlying price. It is not net worth — it misses retail holdings, private investments, real estate, index funds, and any company where the person isn't an SEC-reporting insider. For informational purposes only.

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Disclosed Exposure

$731.45M

Companies

2

Total Filings

15

Lifetime Open-Market Net

-$63.14M

Charts

Trading activity, where the exposure sits, and each trade against the stock price.

Filer Profile

Reported Address
C/O LEMONADE, INC.
5 CROSBY STREET, 3RD FLOOR
NEW YORK, NY 10013
Profile details as reported on the filer's SEC submissions — for individual insiders the address is often in care of the issuer. Related filers are identified from jointly filed SEC submissions and shared reported addresses. View filings on SEC EDGAR.

Holdings By Company

Latest on-record share count from this person's most recent non-derivative Form 4 transaction in each company. Disclosed exposure = shares × current underlying price.
Symbol Role Shares Price Disclosed Exposure Lifetime OM Net Filings Latest Filed
LMND President 16,400,257 $44.60 $731.45M -$63.14M 10 2026-09-04
Lemonade, Inc. (LMND.WS) Delisted President 3,392,986 $0.01 $25.4K $0 5 2025-08-25

Recent Filings

15 filings
Insider activity across all companies, newest first. Form 4 rows are post-trade confirmations (buys, sells, grants, exercises). Notice (144) rows are pre-trade notices of intent to sell restricted or control stock under Rule 144 — they may not all execute. Compare adjacent dates to see which notices became actual sales.
Filed Symbol Action Net Shares Net $ Link
2026-09-04 LMND Gift (G) −1,876 $0 EDGAR
2026-03-20 LMND Grant (A) +1,000,000 $0 EDGAR
2025-08-25 Lemonade, Inc. (LMND.WS) Delisted Grant (A) — $0 EDGAR
2024-08-14 Lemonade, Inc. (LMND.WS) Delisted Grant (A) — $0 EDGAR
2024-06-26 Lemonade, Inc. (LMND.WS) Delisted Grant (A) — $0 EDGAR
2024-02-06 Lemonade, Inc. (LMND.WS) Delisted Grant (A) +9,327 $0 EDGAR
2023-08-15 Lemonade, Inc. (LMND.WS) Delisted Grant (A) — $0 EDGAR
2022-08-17 LMND Grant (A) — $0 EDGAR
2021-04-23 LMND Grant (A) — $0 EDGAR
2021-01-21 LMND Grant (A) — $0 EDGAR
Showing 1–10 of 15
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Form 4 codes: P = open-market purchase · S = open-market sale · A = grant/award · M = option exercise · F = tax withholding at vest · G = bona-fide gift · D = disposition to issuer · J = other (see filing footnote). Only P / S codes carry directional signal.
Notice (144 / 144/A): Form 144 is a notice of intent to sell restricted/control stock under Rule 144, filed before the sale; 144/A is an amendment. Many notices are pre-scheduled under Rule 10b5-1 plans. A Form 4 with code S typically follows within a few days when the planned sale executes; missing follow-up Form 4s suggest the notice was cancelled or modified.