MetaCap

Lemonade Insider Trades

NYSE: LMNDFinanceProperty-Casualty InsurersUSD

46.46-0.45 (-0.96%)

Market open · Delayed 15 min · as of Oct 9, 2:21 PM ET

Last 12 months

Purchases
2 · $485.48K
Sales
31 · $30.42M
Shares bought / sold
8.74K / 367.50K
Net activity
Net selling $29.9 million

Lemonade insider activity

Over the last 12 months, Lemonade insiders reported 54 transactions on SEC Form 4: 2 open-market purchases and 31 sales. Insiders bought $485,478 and sold $30.4 million worth of stock, for net insider selling of $29.9 million. The largest seller was Schreiber Daniel A., with $12.9 million in reported sales.

The most recent filing shows Peters John Sheldon (Chief Insurance Officer) selling 2,249 shares at $54.45 on Sep 4, 2026. Insider sales are common for compensation, tax and diversification reasons, while open-market purchases are rarer; tracking both helps put LMND's ownership changes in context.

Summary generated from market data by MetaCap's automated system. Methodology

LMND insider transactions

Lemonade insider transactions
DateInsiderTypeSharesValueFiling
Sep 4, 2026Peters John SheldonChief Insurance OfficerSale2,249$122.46KForm 4
Sep 3, 2026BIXBY TIMOTHY EChief Financial OfficerSale1,893$103.41KForm 4
Sep 3, 2026Prosor MayaChief Business OfficerSale1,040$56.82KForm 4
Sep 3, 2026Peters John SheldonChief Insurance OfficerSale859$46.93KForm 4
Sep 2, 2026Wininger ShaiPresidentGift1,876—Form 4
Aug 13, 2026Peters John SheldonChief Insurance OfficerSale11,000$578.05KForm 4
Jul 27, 2026Peters John SheldonChief Insurance OfficerAward10,000—Form 4
Jul 7, 2026BIXBY TIMOTHY EChief Financial OfficerSale73,000$5.78MForm 4
Jul 6, 2026Peters John SheldonChief Insurance OfficerSale3,444$272.08KForm 4
Jun 10, 2026Eisenberg Michael ADirectorGift5,000—Form 4
Jun 4, 2026Peters John SheldonChief Insurance OfficerSale3,608$191.01KForm 4
Jun 3, 2026Haj-Yehia SamerDirectorAward2,848—Form 4
Jun 3, 2026Schwartz DebraDirectorAward2,848—Form 4
Jun 3, 2026Ratanchandani PrashantDirectorAward2,848—Form 4
Jun 3, 2026Angelidis-Smith MariaDirectorAward2,848—Form 4
Jun 3, 2026Seeley GeoffDirectorAward2,848—Form 4
Jun 3, 2026Prosor MayaChief Business OfficerSale1,220$64.87KForm 4
Jun 3, 2026Peters John SheldonChief Insurance OfficerSale1,735$92.25KForm 4
Jun 3, 2026BIXBY TIMOTHY EChief Financial OfficerSale2,227$118.41KForm 4
Mar 18, 2026Schreiber Daniel A.Chief Executive OfficerAward180,000—Form 4
Mar 18, 2026Schreiber Daniel A.Chief Executive OfficerAward820,000—Form 4
Mar 18, 2026Wininger ShaiPresidentAward180,000—Form 4
Mar 18, 2026Wininger ShaiPresidentAward820,000—Form 4
Mar 10, 2026Angelidis-Smith MariaDirectorAward5,390$300.22KForm 4
Mar 10, 2026Angelidis-Smith MariaDirectorAward3,350$185.25KForm 4
Mar 10, 2026Angelidis-Smith MariaDirectorBuy5,390$300.22KForm 4
Mar 10, 2026Angelidis-Smith MariaDirectorBuy3,350$185.25KForm 4
Mar 8, 2026Prosor MayaChief Business OfficerAward181,389—Form 4
Mar 8, 2026Eckstein AdinaChief Operating OfficerAward145,112—Form 4
Mar 4, 2026Peters John SheldonChief Insurance OfficerSale3,571$187.48KForm 4
Mar 3, 2026Prosor MayaChief Business OfficerSale223$11.18KForm 4
Mar 3, 2026Peters John SheldonChief Insurance OfficerSale1,773$88.86KForm 4
Mar 3, 2026BIXBY TIMOTHY EChief Financial OfficerSale2,135$107.01KForm 4
Feb 12, 2026Peters John SheldonChief Insurance OfficerOption exercise11,845$137.52KForm 4
Jan 23, 2026Schreiber Daniel A.Chief Executive OfficerSale9,108$902.06KForm 4
Jan 22, 2026Peters John SheldonChief Insurance OfficerSale9,000$810.00KForm 4
Jan 22, 2026Schreiber Daniel A.Chief Executive OfficerSale126,625$12.00MForm 4
Jan 8, 2026Peters John SheldonChief Insurance OfficerOption exercise18,457$97.08KForm 4
Jan 6, 2026Peters John SheldonChief Insurance OfficerSale10,000$800.00KForm 4
Dec 11, 2025Schwartz DebraDirectorSale4,200$351.08KForm 4
Dec 11, 2025Eckstein AdinaChief Operating OfficerSale7,919$666.38KForm 4
Dec 10, 2025Peters John SheldonChief Insurance OfficerSale3,554$287.87KForm 4
Dec 10, 2025Eckstein AdinaChief Operating OfficerSale7,919$642.63KForm 4
Dec 9, 2025Eckstein AdinaChief Operating OfficerSale29,237$2.26MForm 4
Dec 9, 2025Eckstein AdinaChief Operating OfficerOption exercise29,237$1.30MForm 4
Dec 8, 2025Eckstein AdinaChief Operating OfficerSale7,919$625.13KForm 4
Dec 8, 2025Eckstein AdinaChief Operating OfficerSale15,839$1.25MForm 4
Dec 8, 2025Eckstein AdinaChief Operating OfficerSale17,799$1.41MForm 4
Dec 8, 2025Eckstein AdinaChief Operating OfficerOption exercise1,549$69.04KForm 4
Dec 8, 2025Eckstein AdinaChief Operating OfficerOption exercise16,250$397.64KForm 4
Dec 3, 2025Peters John SheldonChief Insurance OfficerSale2,667$193.01KForm 4
Dec 2, 2025Peters John SheldonChief Insurance OfficerSale2,677$194.72KForm 4
Dec 2, 2025Prosor MayaChief Business OfficerSale198$14.40KForm 4
Dec 2, 2025BIXBY TIMOTHY EChief Financial OfficerSale2,862$208.18KForm 4

Transaction codes follow SEC Form 4: P = open-market purchase, S = open-market sale, A = grant or award, M = option exercise, F = shares withheld for taxes. About Form 4

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