๐Ÿ•ต๏ธ Lemonade, Inc. ($LMND)

SEC insider & ownership activity, last 12 months ยท CIK 1691421 ยท every row links its SEC filing

Over the last 12 months insiders sold $37.7M against $485K of open-market buying. Daniel Schreiber sold $12.9M through a 10b5-1 trading plan in 2 lots (Jan). 1 planned sale is pending, the largest $47K (Peters John Sheldon). No red-flag 8-Ks in the window.

๐Ÿšจ 7 signals active โ€” planned-vs-executed verdicts, pre-event flags, and cluster context live in the API and the alerts bot.
Oct 2025: net +$0 Nov 2025: net -$7.3M Dec 2025: net -$8.1M Jan 2026: net -$14.5M Feb 2026: net +$0 Mar 2026: net +$91K Apr 2026: net +$0 May 2026: net +$0 Jun 2026: net -$467K Jul 2026: net -$6.1M Aug 2026: net -$578K Sep 2026: net -$330K
Monthly net open-market insider flow, last 12 months (up = net buying)

Insider flow

1 buyer, $485K (2 lots) ยท 6 sellers, $37.7M (37 lots)

InsiderBuysBoughtSellsSoldLast
Daniel Schreiber0โ€“ 2$12.9MJan 23, 2026
Eckstein Adina0โ€“ 9$10.2MDec 11, 2025
Timothy E. Bixby0โ€“ 6$8.6MSep 3, 2026
Peters John Sheldon0โ€“ 15$5.5MSep 4, 2026
Angelidis-Smith Maria2$485K 0โ€“Mar 10, 2026
Schwartz Debra0โ€“ 1$351KDec 11, 2025
Prosor Maya0โ€“ 4$147KSep 3, 2026

5%+ holders

HolderStakeClassScheduleEvent
JPMorgan Chase & Co. 7.0% 13GJul 27, 2026 filing โ†—
BlackRock, Inc. 6.9% 13GJul 29, 2026 filing โ†—

Planned insider sales (Form 144)

SellerPlannedApprox. sale date
Peters John Sheldon$122KSep 4, 2026 filing โ†—
Peters John Sheldon$47KSep 3, 2026 filing โ†—
Timothy E. Bixby$103KSep 3, 2026 filing โ†—
Prosor Maya$57KSep 3, 2026 filing โ†—
Peters John Sheldon$578KAug 13, 2026 filing โ†—
Timothy E. Bixby$5.8MJul 7, 2026 filing โ†—
Peters John Sheldon$272KJul 6, 2026 filing โ†—
Peters John Sheldon$191KJun 4, 2026 filing โ†—
Peters John Sheldon$92KJun 3, 2026 filing โ†—
Prosor Maya$65KJun 3, 2026 filing โ†—
Timothy E. Bixby$118KJun 3, 2026 filing โ†—
Peters John Sheldon$187KMar 4, 2026 filing โ†—
Timothy E. Bixby$107KMar 3, 2026 filing โ†—
Prosor Maya$11KMar 3, 2026 filing โ†—
Peters John Sheldon$89KMar 3, 2026 filing โ†—
Peters John Sheldon$810KJan 22, 2026 filing โ†—
Daniel Schreiber$13.9MJan 22, 2026 filing โ†—
Peters John Sheldon$800KJan 6, 2026 filing โ†—
Eckstein Adina$621KDec 11, 2025 filing โ†—
Schwartz Debra$351KDec 11, 2025 filing โ†—
Eckstein Adina$627KDec 10, 2025 filing โ†—
Peters John Sheldon$288KDec 10, 2025 filing โ†—
Eckstein Adina$5.6MDec 8, 2025 filing โ†—
Peters John Sheldon$193KDec 3, 2025 filing โ†—
Timothy E. Bixby$208KDec 2, 2025 filing โ†—
Peters John Sheldon$195KDec 2, 2025 filing โ†—
Prosor Maya$14KDec 2, 2025 filing โ†—
Peters John Sheldon$278KNov 24, 2025 filing โ†—
Peters John Sheldon$1.4MNov 20, 2025 filing โ†—
Timothy E. Bixby$2.3MNov 11, 2025 filing โ†—
Eckstein Adina$467KNov 10, 2025 filing โ†—
Eckstein Adina$1.5MNov 7, 2025 filing โ†—
Eckstein Adina$1.4MNov 7, 2025 filing โ†—

Material events (8-K)

ItemEvent date
Earnings (2.02)Jul 29, 2026 filing โ†—
Financial Statements and Exhibits (9.01)Jul 29, 2026 filing โ†—
Officer/director changes (5.02)Jul 27, 2026 filing โ†—
Material agreement (1.01)Jun 22, 2026 filing โ†—
New financial obligation (2.03)Jun 22, 2026 filing โ†—
Shareholder vote (5.07)Jun 3, 2026 filing โ†—
Earnings (2.02)Apr 29, 2026 filing โ†—
Financial Statements and Exhibits (9.01)Apr 29, 2026 filing โ†—
Earnings (2.02)Feb 19, 2026 filing โ†—
Financial Statements and Exhibits (9.01)Feb 19, 2026 filing โ†—
Other events (8.01)Jan 27, 2026 filing โ†—
Earnings (2.02)Nov 5, 2025 filing โ†—
Financial Statements and Exhibits (9.01)Nov 5, 2025 filing โ†—
Officer/director changes (5.02)Oct 15, 2025 filing โ†—
Officer/director changes (5.02)Oct 6, 2025 filing โ†—