Lemonade, Inc. — Insider Transactions
Form 4 filings by directors, officers, and 10%+ shareholders
SEC rules require corporate insiders — including directors, executive officers, and any shareholder owning more than 10% of a company's shares — to report changes in their ownership within two business days of a transaction. These disclosures are filed as Form 4. Open-market purchases (code P) are generally considered the most meaningful signal, as insiders are spending their own money.
| Insider | Title | Type | Shares | Price | Value | Owns After | Date |
|---|---|---|---|---|---|---|---|
| BIXBY TIMOTHY E | Chief Financial Officer | Option Exercise | 5,000 | $23.69 | $118,450 | 270,309 | Mar 24, 2025 |
| BIXBY TIMOTHY E | Chief Financial Officer | Sale | 6,243 | $33.79 | $210,951 | 265,309 | Mar 4, 2025 |
| Peters John Sheldon | Chief Insurance Officer | Sale | 1,899 | $33.79 | $64,167 | 87,609 | Mar 4, 2025 |
| Prosor Maya | Chief Business Officer | Sale | 325 | $33.79 | $10,982 | 8,359 | Mar 4, 2025 |
| Peters John Sheldon | Chief Insurance Officer | Sale | 18,985 | $38.67 | $734,150 | 69,508 | Dec 30, 2024 |
| SoftBank Group Capital Ltd | — | Sale | 7,067 | $43.02 | $304,022 | 10,699,211 | Dec 18, 2024 |
| SoftBank Group Capital Ltd | — | Sale | 254,815 | $43.81 | $11,163,445 | 11,263,569 | Dec 16, 2024 |
| Eisenberg Michael A | — | Sale | 12,000 | $40.15 | $481,800 | 94,670 | Dec 13, 2024 |
| Peters John Sheldon | Chief Insurance Officer | Sale | 1,790 | $45.50 | $81,445 | 88,493 | Dec 3, 2024 |
| Prosor Maya | Chief Business Officer | Sale | 304 | $45.50 | $13,832 | 8,684 | Dec 3, 2024 |
| Prosor Maya | Chief Business Officer | Sale | 30,000 | $50.00 | $1,500,000 | 29,286 | Nov 21, 2024 |
| Eckstein Adina | Chief Operating Officer | Sale | 15,000 | $40.00 | $600,000 | 198,297 | Nov 21, 2024 |
| Angelidis-Smith Maria | — | Purchase | 18,512 | $27.42 | $507,599 | 18,512 | Nov 13, 2024 |
| Prosor Maya | Chief Business Officer | Sale | 20,000 | $30.00 | $600,000 | 59,286 | Nov 11, 2024 |
| Angelidis-Smith Maria | — | Award / Grant | 7,362 | — | — | 7,362 | Nov 1, 2024 |
| Angelidis-Smith Maria | — | Award / Grant | 7,362 | $23.77 | $174,995 | 7,362 | Oct 31, 2024 |
| BIXBY TIMOTHY E | Chief Financial Officer | Sale | 2,050 | $18.24 | $37,392 | 271,552 | Sep 10, 2024 |
| Peters John Sheldon | Chief Insurance Officer | Sale | 1,547 | $18.84 | $29,145 | 90,283 | Sep 4, 2024 |
| Prosor Maya | Chief Business Officer | Sale | 263 | $18.84 | $4,955 | 8,988 | Sep 4, 2024 |
| Nyatta Mwashuma Kamata | — | Award / Grant | 9,231 | $16.25 | $150,004 | 23,189 | Jun 24, 2024 |
| Schwartz Debra | — | Award / Grant | 9,231 | — | — | 21,583 | Jun 24, 2024 |
| Peters John Sheldon | Chief Insurance Officer | Award / Grant | 17,889 | — | — | 91,830 | Jun 24, 2024 |
| Eckstein Adina | Chief Operating Officer | Award / Grant | 53,667 | — | — | 189,653 | Jun 24, 2024 |
| Haj-Yehia Samer | — | Award / Grant | 9,231 | — | — | 20,155 | Jun 24, 2024 |
| BIXBY TIMOTHY E | Chief Financial Officer | Purchase | 5,000 | $14.40 | $72,000 | 30,000 | Jun 13, 2024 |
| Peters John Sheldon | Chief Insurance Officer | Sale | 1,026 | $16.03 | $16,447 | 73,941 | Jun 4, 2024 |
| BIXBY TIMOTHY E | Chief Financial Officer | Sale | 2,077 | $16.03 | $33,294 | 273,602 | Jun 4, 2024 |
| Prosor Maya | Chief Business Officer | Sale | 271 | $16.03 | $4,344 | 9,251 | Jun 4, 2024 |
| Prosor Maya | Chief Business Officer | Sale | 290 | $17.72 | $5,139 | 9,522 | Mar 11, 2024 |
| BIXBY TIMOTHY E | Chief Financial Officer | Purchase | 10,000 | $16.54 | $165,400 | 10,000 | Mar 6, 2024 |
| BIXBY TIMOTHY E | Chief Financial Officer | Sale | 1,746 | $17.70 | $30,904 | 277,840 | Mar 5, 2024 |
| Peters John Sheldon | Chief Insurance Officer | Sale | 567 | $13.68 | $7,757 | 76,942 | Mar 5, 2024 |
| BIXBY TIMOTHY E | Chief Financial Officer | Award / Grant | 12,973 | — | — | 281,554 | Mar 1, 2024 |
| Peters John Sheldon | Chief Insurance Officer | Award / Grant | 4,025 | — | — | 77,509 | Mar 1, 2024 |
| Prosor Maya | Chief Business Officer | Award / Grant | 7,576 | — | — | 9,812 | Mar 1, 2024 |
| Schreiber Daniel A. | Chief Executive Officer | Award / Grant | 9,327 | — | — | 59,327 | Feb 2, 2024 |
| Eckstein Adina | Chief Operating Officer | Award / Grant | 7,486 | — | — | 135,986 | Feb 2, 2024 |
| Wininger Shai | President | Award / Grant | 9,327 | — | — | 3,392,986 | Feb 2, 2024 |
| Peters John Sheldon | Chief Insurance Officer | Option Exercise | 10,000 | $2.65 | $26,500 | 73,484 | Jan 25, 2024 |
| Haj-Yehia Samer | — | Award / Grant | 10,924 | — | — | 10,924 | Nov 21, 2023 |
| Schwartz Debra | — | Award / Grant | 10,924 | — | — | 12,352 | Nov 21, 2023 |
| Eckstein Adina | Chief Operating Officer | Award / Grant | 23,500 | — | — | 128,500 | Aug 11, 2023 |
| Peters John Sheldon | Chief Insurance Officer | Award / Grant | 15,700 | — | — | 63,484 | Aug 11, 2023 |
| Peters John Sheldon | Chief Insurance Officer | Sale | 5,000 | $20.00 | $100,000 | 47,784 | Jul 17, 2023 |
| Nyatta Mwashuma Kamata | — | Award / Grant | 7,800 | — | — | 13,958 | Jun 7, 2023 |
| Novoselsky Irina | — | Award / Grant | 7,800 | — | — | 18,462 | Jun 7, 2023 |
| Martincevic Silvija | — | Award / Grant | 7,800 | — | — | 18,462 | Jun 7, 2023 |
| BIXBY TIMOTHY E | Chief Financial Officer | Sale | 1,474 | $18.26 | $26,915 | 268,581 | Jun 5, 2023 |
| Peters John Sheldon | Chief Insurance Officer | Sale | 538 | $18.26 | $9,824 | 47,784 | Jun 5, 2023 |
| Clavel Alex | — | Other | 11,983,384 | — | — | — | Mar 31, 2023 |