Lemonade, Inc.
LMND · Fire, Marine & Casualty Insurance · 76.8M shares · +58%/yr ↑ dilution · EDGAR filings ↗
Reference price $52.94 · est. market cap ~$4.1B — last insider sale, 2026-06-04 (estimated from the dated SEC Form 4 price × shares outstanding — not a live quote)
Grade
D52Lemonade — AI-driven insurtech, fast-growing, loss-making, well-funded.
Strengths
- Revenue +40% (78th pct); very long cash runway (94th); strong cash (63rd)
- Improving loss ratios and gross-margin trajectory
Risks
- Net loss; ROE -31% (6th pct)
- Underwriting-scale and reinsurance-dependence risk
Notable findings
- RestatementThe Agreement has been amended and restated on several occasions to extend the commitment period and increase the financing agreement 8-K ↗
- Net lossNet loss (net margin -22.4%)
- Cash burnNegative free cash flow (-25.9M)
- Chronic dilutionShare count +58%/yr over 4y (dilution, book value/share -91%)
- Strong balance sheetStrong balance sheet — $399M cash & investments, ~62 quarters of runway
- Insider buyingInsider buying — 2 open-market buy(s) by 1 insider(s) (~$485,478, last 6mo) Form 4 ↗
- Insider sellingInsider selling — 12 open-market sale(s) by 4 insider(s) (cluster of 4 insiders, ~$15M, last 6mo) Form 4 ↗
Quarterly revenue
Last 4 quarters · from SEC filings.
Key metrics
Net margin
-22.4%
Return on equity
-31.0%
Return on assets
-8.6%
Revenue growth (QoQ)
13.1%
Free cash flow
-$26M
Tangible book value
$506M
Cash & investments
$399M
Cash runway
62q
Stock comp / revenue
8.3%
Insider transactions · last 18 months
| Date | Insider | Type | Shares | Price |
|---|---|---|---|---|
| 2026-06-10 | Eisenberg Michael A | Gift | 5.0K | — |
| 2026-06-04 | Peters John Sheldon | Sell | 3.6K | $52.94 |
| 2026-06-03 | Prosor Maya | Sell | 1.2K | $53.17 |
| 2026-06-03 | Haj-Yehia Samer | Grant | 2.8K | — |
| 2026-06-03 | Schwartz Debra | Grant | 2.8K | — |
| 2026-06-03 | Peters John Sheldon | Sell | 1.7K | $53.17 |
| 2026-06-03 | Seeley Geoff | Grant | 2.8K | — |
| 2026-06-03 | Angelidis-Smith Maria | Grant | 2.8K | — |
| 2026-06-03 | BIXBY TIMOTHY E | Sell | 2.2K | $53.17 |
| 2026-06-03 | Ratanchandani Prashant | Grant | 2.8K | — |
| 2026-03-18 | Schreiber Daniel A. | Grant | 820K | — |
| 2026-03-18 | Schreiber Daniel A. | Grant | 180K | — |
| 2026-03-18 | Wininger Shai | Grant | 820K | — |
| 2026-03-18 | Wininger Shai | Grant | 180K | — |
| 2026-03-10 | Angelidis-Smith Maria | Grant | 5.4K | $55.70 |
| 2026-03-10 | Angelidis-Smith Maria | Buy | 5.4K | $55.70 |
| 2026-03-10 | Angelidis-Smith Maria | Grant | 3.4K | $55.30 |
| 2026-03-10 | Angelidis-Smith Maria | Buy | 3.4K | $55.30 |
| 2026-03-08 | Prosor Maya | Grant | 181K | — |
| 2026-03-08 | Eckstein Adina | Grant | 145K | — |
| 2026-03-04 | Peters John Sheldon | Sell | 3.6K | $52.50 |
| 2026-03-03 | BIXBY TIMOTHY E | Sell | 2.1K | $50.12 |
| 2026-03-03 | Prosor Maya | Sell | 223 | $50.12 |
| 2026-03-03 | Peters John Sheldon | Sell | 1.8K | $50.12 |
| 2026-02-12 | Peters John Sheldon | Option exercise | 12K | $11.61 |
| 2026-01-23 | Schreiber Daniel A. | Sell | 9.1K | $99.04 |
| 2026-01-22 | Peters John Sheldon | Sell | 9.0K | $90.00 |
| 2026-01-22 | Schreiber Daniel A. | Sell | 127K | $94.74 |
| 2026-01-08 | Peters John Sheldon | Option exercise | 18K | $5.26 |
| 2026-01-06 | Peters John Sheldon | Sell | 10K | $80.00 |
| 2025-12-11 | Schwartz Debra | Sell | 4.2K | $83.59 |
| 2025-12-11 | Eckstein Adina | Sell | 7.9K | $84.15 |
| 2025-12-10 | Eckstein Adina | Sell | 7.9K | $81.15 |
| 2025-12-10 | Peters John Sheldon | Sell | 3.6K | $81.00 |
| 2025-12-09 | Eckstein Adina | Sell | 29K | $77.17 |
| 2025-12-09 | Eckstein Adina | Option exercise | 29K | $44.57 |
| 2025-12-08 | Eckstein Adina | Option exercise | 16K | $24.47 |
| 2025-12-08 | Eckstein Adina | Option exercise | 1.5K | $44.57 |
| 2025-12-08 | Eckstein Adina | Sell | 18K | $78.97 |
| 2025-12-08 | Eckstein Adina | Sell | 16K | $78.92 |
| 2025-12-08 | Eckstein Adina | Sell | 7.9K | $78.94 |
| 2025-12-03 | Peters John Sheldon | Sell | 2.7K | $72.37 |
| 2025-12-02 | BIXBY TIMOTHY E | Sell | 2.9K | $72.74 |
| 2025-12-02 | Prosor Maya | Sell | 198 | $72.74 |
| 2025-12-02 | Peters John Sheldon | Sell | 2.7K | $72.74 |
| 2025-11-24 | Peters John Sheldon | Sell | 3.8K | $73.25 |
| 2025-11-20 | Peters John Sheldon | Sell | 19K | $72.77 |
| 2025-11-11 | BIXBY TIMOTHY E | Sell | 30K | $75.51 |
| 2025-11-11 | Schreiber Daniel A. | Gift | 35K | — |
| 2025-11-10 | Eckstein Adina | Sell | 6.0K | $78.00 |
| 2025-11-10 | Eckstein Adina | Option exercise | 6.0K | $27.35 |
| 2025-11-07 | BIXBY TIMOTHY E | Gift | 6.0K | — |
| 2025-11-07 | Eckstein Adina | Option exercise | 20K | $27.35 |
| 2025-11-07 | Eckstein Adina | Sell | 20K | $72.04 |
| 2025-11-07 | Eckstein Adina | Option exercise | 20K | $27.35 |
| 2025-11-07 | Eckstein Adina | Sell | 20K | $74.00 |
| 2025-10-16 | Ratanchandani Prashant | Grant | 3.3K | — |
| 2025-10-07 | Seeley Geoff | Grant | 3.1K | — |
| 2025-09-12 | Eisenberg Michael A | Gift | 4.0K | — |
| 2025-09-03 | Prosor Maya | Sell | 282 | $50.34 |
| 2025-09-03 | Peters John Sheldon | Sell | 2.7K | $50.34 |
| 2025-09-03 | BIXBY TIMOTHY E | Sell | 2.9K | $50.34 |
| 2025-08-21 | Eckstein Adina | Grant | 38K | — |
| 2025-08-13 | Peters John Sheldon | Option exercise | 38K | $11.61 |
| 2025-08-13 | Peters John Sheldon | Sell | 38K | $60.00 |
| 2025-08-13 | Eckstein Adina | Option exercise | 5.0K | $24.47 |
| 2025-08-13 | Eckstein Adina | Sell | 5.0K | $58.00 |
| 2025-08-12 | Peters John Sheldon | Gift | 1.0K | — |
| 2025-08-11 | Eckstein Adina | Sell | 0 | $53.00 |
| 2025-08-11 | Eckstein Adina | Option exercise | 0 | $24.47 |
| 2025-08-05 | Eckstein Adina | Option exercise | 3.8K | $23.69 |
| 2025-08-05 | Eckstein Adina | Sell | 5.0K | $49.00 |
| 2025-08-05 | Eckstein Adina | Option exercise | 1.2K | $23.69 |
| 2025-07-21 | BIXBY TIMOTHY E | Option exercise | 1.0K | $23.69 |
| 2025-07-21 | BIXBY TIMOTHY E | Sell | 1.0K | $42.70 |
| 2025-07-18 | BIXBY TIMOTHY E | Option exercise | 6.0K | $23.69 |
| 2025-07-18 | BIXBY TIMOTHY E | Sell | 6.0K | $42.50 |
| 2025-07-14 | BIXBY TIMOTHY E | Option exercise | 5.0K | $23.69 |
| 2025-07-14 | BIXBY TIMOTHY E | Sell | 5.0K | $38.16 |
| 2025-07-07 | BIXBY TIMOTHY E | Option exercise | 11K | $23.69 |
| 2025-07-07 | BIXBY TIMOTHY E | Sell | 5.0K | $42.28 |
| 2025-07-07 | BIXBY TIMOTHY E | Sell | 6.0K | $42.50 |
| 2025-06-30 | BIXBY TIMOTHY E | Option exercise | 11K | $23.69 |
| 2025-06-30 | BIXBY TIMOTHY E | Sell | 11K | $42.69 |
| 2025-06-23 | BIXBY TIMOTHY E | Option exercise | 11K | $23.69 |
| 2025-06-23 | Eckstein Adina | Option exercise | 5.0K | $23.69 |
| 2025-06-23 | Eckstein Adina | Sell | 5.0K | $45.00 |
| 2025-06-23 | BIXBY TIMOTHY E | Sell | 11K | $43.36 |
| 2025-06-23 | Peters John Sheldon | Option exercise | 6.5K | $5.26 |
| 2025-06-23 | Peters John Sheldon | Sell | 6.5K | $45.00 |
| 2025-06-16 | BIXBY TIMOTHY E | Option exercise | 11K | $23.69 |
| 2025-06-16 | BIXBY TIMOTHY E | Sell | 5.0K | $41.06 |
| 2025-06-16 | BIXBY TIMOTHY E | Sell | 6.0K | $42.50 |
| 2025-06-11 | BIXBY TIMOTHY E | Option exercise | 6.0K | $23.69 |
| 2025-06-11 | BIXBY TIMOTHY E | Sell | 6.0K | $42.50 |
| 2025-06-10 | Angelidis-Smith Maria | Grant | 4.2K | — |
| 2025-06-10 | Haj-Yehia Samer | Grant | 4.2K | — |
| 2025-06-10 | Schwartz Debra | Grant | 4.2K | — |
| 2025-06-09 | BIXBY TIMOTHY E | Option exercise | 5.0K | $23.69 |
| 2025-06-09 | BIXBY TIMOTHY E | Sell | 5.0K | $40.30 |
| 2025-06-05 | BIXBY TIMOTHY E | Option exercise | 5.0K | $23.69 |
| 2025-06-05 | BIXBY TIMOTHY E | Sell | 5.0K | $37.50 |
| 2025-06-03 | Prosor Maya | Sell | 252 | $35.25 |
| 2025-06-03 | Peters John Sheldon | Sell | 1.5K | $35.25 |
| 2025-06-03 | BIXBY TIMOTHY E | Sell | 1.9K | $35.25 |
| 2025-05-13 | SoftBank Group Capital Ltd | Sell | 310K | $32.79 |
| 2025-05-13 | SoftBank Group Capital Ltd | Sell | 77K | $33.03 |
| 2025-05-12 | SoftBank Group Capital Ltd | Sell | 44K | $33.12 |
| 2025-05-12 | SoftBank Group Capital Ltd | Sell | 178K | $31.92 |
| 2025-05-12 | SoftBank Group Capital Ltd | Sell | 278K | $32.32 |
| 2025-05-09 | SoftBank Group Capital Ltd | Sell | 472K | $31.15 |
| 2025-05-08 | SoftBank Group Capital Ltd | Sell | 79K | $30.87 |
| 2025-05-08 | SoftBank Group Capital Ltd | Sell | 421K | $31.29 |
| 2025-05-07 | SoftBank Group Capital Ltd | Sell | 146K | $30.66 |
| 2025-05-07 | SoftBank Group Capital Ltd | Sell | 153K | $31.51 |
| 2025-05-07 | SoftBank Group Capital Ltd | Sell | 17K | $32.01 |
| 2025-05-06 | SoftBank Group Capital Ltd | Sell | 62K | $30.80 |
| 2025-05-06 | SoftBank Group Capital Ltd | Sell | 254K | $31.44 |
| 2025-05-06 | SoftBank Group Capital Ltd | Sell | 15K | $32.29 |
| 2025-05-05 | SoftBank Group Capital Ltd | Sell | 398K | $30.27 |
| 2025-05-02 | SoftBank Group Capital Ltd | Sell | 422K | $30.17 |
| 2025-04-29 | SoftBank Group Capital Ltd | Sell | 14K | $30.01 |
| 2025-04-28 | SoftBank Group Capital Ltd | Sell | 500 | $30.00 |
| 2025-04-02 | Peters John Sheldon | Option exercise | 20K | $2.65 |
| 2025-03-26 | SoftBank Group Capital Ltd | Sell | 42K | $37.22 |
| 2025-03-24 | BIXBY TIMOTHY E | Option exercise | 5.0K | $23.69 |
| 2025-03-24 | BIXBY TIMOTHY E | Sell | 5.0K | $37.50 |
| 2025-03-24 | SoftBank Group Capital Ltd | Sell | 85K | $36.90 |
| 2025-03-24 | SoftBank Group Capital Ltd | Sell | 113K | $37.15 |
| 2025-03-24 | SoftBank Group Capital Ltd | Sell | 6.7K | $38.03 |
| 2025-03-04 | BIXBY TIMOTHY E | Sell | 6.2K | $33.79 |
| 2025-03-04 | Peters John Sheldon | Sell | 1.9K | $33.79 |
| 2025-03-04 | Prosor Maya | Sell | 325 | $33.79 |
| 2025-01-02 | Peters John Sheldon | Option exercise | 10K | $2.65 |
| 2024-12-31 | Peters John Sheldon | Option exercise | 10K | $2.65 |
| 2024-12-30 | Peters John Sheldon | Option exercise | 10K | $5.26 |
| 2024-12-30 | Peters John Sheldon | Sell | 10K | $38.67 |
| 2024-12-30 | Peters John Sheldon | Sell | 19K | $38.67 |
All non-derivative Form 4 activity (SEC), newest first.
Notable events (8-K)
Recent filings
| Form | Filed | Period | Accession |
|---|---|---|---|
| 8-K | 2026-06-24 | 2026-06-22 | 0001691421-26-000041 ↗ |
| 8-K | 2026-06-05 | 2026-06-03 | 0001691421-26-000038 ↗ |
| 10-Q | 2026-04-30 | 2026-03-31 | 0001691421-26-000034 ↗ |
| 8-K | 2026-04-29 | 2026-04-29 | 0001691421-26-000029 ↗ |
| 10-K | 2026-02-25 | 2025-12-31 | 0001691421-26-000016 ↗ |
| 8-K | 2026-02-19 | 2026-02-19 | 0001691421-26-000006 ↗ |
| 8-K | 2026-01-27 | 2026-01-27 | 0001691421-26-000003 ↗ |
| 10-Q | 2025-11-05 | 2025-09-30 | 0001691421-25-000149 ↗ |
| 8-K | 2025-11-05 | 2025-11-05 | 0001691421-25-000146 ↗ |
| 8-K | 2025-10-15 | 2025-10-15 | 0001691421-25-000142 ↗ |
| 8-K | 2025-10-06 | 2025-10-06 | 0001691421-25-000138 ↗ |
| 10-Q | 2025-08-05 | 2025-06-30 | 0001691421-25-000124 ↗ |