Over the last 12 months, Lemonade insiders reported no purchases and 28 sales totaling $37.7M across SEC Form 4 filings. 57% of those filings were made under pre-arranged 10b5-1 trading plans.
Scroll the table sideways for price, value and marks.
| Date | Insider | Type | Shares | Avg price | Value | Δ stake | Marks |
|---|---|---|---|---|---|---|---|
| Sep 4, 2026 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 3,108 | $54.5 | $169K | -4% | plan · 2 tranches |
| Sep 3, 2026 | Prosor MayaChief Business Officer · O | ▼ Sale | 1,040 | $54.63 | $57K | -0.6% | — |
| Sep 3, 2026 | BIXBY TIMOTHY EChief Financial Officer · O | ▼ Sale | 1,893 | $54.63 | $103K | -1.1% | — |
| Aug 13, 2026 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 11,000 | $52.55 | $578K | -12.5% | — |
| Jul 7, 2026 | BIXBY TIMOTHY EChief Financial Officer · O | ▼ Sale | 73,000 | $79.18 | $5.8M | -29.5% | plan |
| Jul 6, 2026 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 3,444 | $79 | $272K | -4.2% | plan |
| Jun 4, 2026 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 3,608 | $52.94 | $191K | -4.2% | plan |
| Jun 3, 2026 | BIXBY TIMOTHY EChief Financial Officer · O | ▼ Sale | 2,227 | $53.17 | $118K | -0.9% | — |
| Jun 3, 2026 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 1,735 | $53.17 | $92K | -2% | plan |
| Jun 3, 2026 | Prosor MayaChief Business Officer · O | ▼ Sale | 1,220 | $53.17 | $65K | -0.6% | — |
| Mar 4, 2026 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 5,344 | $51.71 | $276K | -6.5% | plan · 2 tranches |
| Mar 3, 2026 | Prosor MayaChief Business Officer · O | ▼ Sale | 223 | $50.12 | $11K | -2.9% | — |
| Mar 3, 2026 | BIXBY TIMOTHY EChief Financial Officer · O | ▼ Sale | 2,135 | $50.12 | $107K | -0.8% | — |
| Jan 23, 2026 | Schreiber Daniel A.Chief Executive Officer · O·D | ▼ Sale | 9,108 | $99.04 | $902K | -0.6% | plan · late · indirect |
| Jan 22, 2026 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 9,000 | $90 | $810K | -11.4% | plan |
| Jan 22, 2026 | Schreiber Daniel A.Chief Executive Officer · O·D | ▼ Sale | 126,625 | $94.74 | $12.0M | -7.7% | plan · indirect |
| Jan 6, 2026 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 10,000 | $80 | $800K | -14.1% | plan |
| Dec 11, 2025 | Schwartz DebraD | ▼ Sale | 4,200 | $83.59 | $351K | -16.3% | — |
| Dec 11, 2025 | Eckstein AdinaChief Operating Officer · O | ▼ Sale | 7,919 | $84.15 | $666K | -4% | plan |
| Dec 10, 2025 | Eckstein AdinaChief Operating Officer · O | ▼ Sale | 7,919 | $81.15 | $643K | -3.9% | plan |
| Dec 10, 2025 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 3,554 | $81 | $288K | -4.8% | — |
| Dec 9, 2025 | Eckstein AdinaChief Operating Officer · O | ▼ Sale | 70,794 | $78.21 | $5.5M | -25.7% | plan · 4 tranches |
| Dec 3, 2025 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 5,344 | $72.56 | $388K | -6.7% | plan · 2 tranches |
| Dec 2, 2025 | Prosor MayaChief Business Officer · O | ▼ Sale | 198 | $72.74 | $14K | -2.5% | — |
| Dec 2, 2025 | BIXBY TIMOTHY EChief Financial Officer · O | ▼ Sale | 2,862 | $72.74 | $208K | -1.1% | — |
| Nov 24, 2025 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 22,728 | $72.85 | $1.7M | -22.2% | plan · 2 tranches |
| Nov 11, 2025 | BIXBY TIMOTHY EChief Financial Officer · O | ▼ Sale | 30,000 | $75.51 | $2.3M | -100% | indirect |
| Nov 10, 2025 | Eckstein AdinaChief Operating Officer · O | ▼ Sale | 45,988 | $73.67 | $3.4M | -16.8% | plan · 3 tranches |
| Sep 3, 2025 | Prosor MayaChief Business Officer · O | ▼ Sale | 282 | $50.34 | $14K | -3.5% | — |
| Sep 3, 2025 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 2,718 | $50.34 | $137K | -2.6% | — |
| Sep 3, 2025 | BIXBY TIMOTHY EChief Financial Officer · O | ▼ Sale | 2,906 | $50.34 | $146K | -1.1% | — |
| Aug 13, 2025 | Peters John SheldonChief Insurance Officer · O | ▼ Sale | 38,155 | $60 | $2.3M | -26.6% | plan |
| Aug 13, 2025 | Eckstein AdinaChief Operating Officer · O | ▼ Sale | 5,000 | $58 | $290K | -2.6% | plan |
| Aug 11, 2025 | Eckstein AdinaChief Operating Officer · O | ▼ Sale | 0 | — | — | — | plan |
The same Form 4 data over REST or MCP, already grouped into events with the plan flag and the dollar value read. A free key does 100 calls a day and needs no card. Prefer email? Lemonade filings can reach your inbox instead.
Corporate insiders — officers, directors and 10%+ owners — must report their trades to the SEC on Form 4 within two business days. This page shows open-market activity: purchases (code P), sales (S) and dispositions back to the issuer (D). Scheduled compensation events such as stock grants and option exercises are also filed on Form 4 but carry no trading signal, so they are not shown and counts here can be lower than the raw EDGAR filing total. We group each filing's transactions into one economic event (a laddered 10b5-1 sale is one event, not 25 rows), flag pre-arranged plans and late filings, and link every event to its AI-scored article in the $LMND feed.