Through the 90-day period concluding February 19, 2026, Lemonade's top three insider stakeholders include TenPercentOwner Group Capital Ltd Softbank (7.11Mn shares), President Shai Wininger (3.39Mn shares), Chief Executive Officer Daniel A. Schreiber (1.54Mn shares).
| Holder | Position | Shares | Report Date |
|---|---|---|---|
| Group Capital Ltd Softbank | 7,111,441 | 14 May, 2025 | |
| Shai Wininger | President | 3,392,986 | 06 Feb, 2024 |
| Daniel A. Schreiber | Chief Executive Officer | 1,538,753 | 12 Nov, 2025 |
| Joel E Cutler | 808,754 | 04 Jun, 2021 | |
| Timothy E Bixby | Chief Financial Officer | 251,625 | 04 Dec, 2025 |
| Michael A Eisenberg | 200,452 | 16 Sep, 2025 | |
| Adina Eckstein | Chief Operating Officer | 188,391 | 15 Dec, 2025 |
| John Sheldon Peters | Chief Insurance Officer | 82,073 | 17 Feb, 2026 |
| Maria Angelidis-Smith | 45,100 | 12 Jun, 2025 | |
| Maya Prosor | Chief Business Officer | 36,913 | 04 Dec, 2025 |
| Samer Haj-Yehia | 24,339 | 12 Jun, 2025 | |
| Mwashuma Kamata Nyatta | 23,189 | 26 Jun, 2024 | |
| Debra Schwartz | 21,567 | 15 Dec, 2025 | |
| Silvija Martincevic | 18,462 | 09 Jun, 2023 | |
| Irina Novoselsky | 18,462 | 09 Jun, 2023 | |
| Prashant Ratanchandani | 3,337 | 29 Oct, 2025 | |
| Geoff Seeley | 3,119 | 29 Oct, 2025 |
* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 12 Feb, 2026 | John Sheldon Peters | COMMON STOCK | A | 11,845 | $11.61 | 82,073 | D | M |
| 23 Jan, 2026 | Daniel A. Schreiber | COMMON STOCK | D | 9,108 | $99.04 | 1,514,426 | I | S |
| 22 Jan, 2026 | Daniel A. Schreiber | COMMON STOCK | D | 126,625 | $94.74 | 1,523,534 | I | S |
| 22 Jan, 2026 | John Sheldon Peters | COMMON STOCK | D | 9,000 | $90.00 | 70,228 | D | S |
| 08 Jan, 2026 | John Sheldon Peters | COMMON STOCK | A | 18,457 | $5.26 | 79,228 | D | M |
| 06 Jan, 2026 | John Sheldon Peters | COMMON STOCK | D | 10,000 | $80.00 | 60,771 | D | S |
| 11 Dec, 2025 | Adina Eckstein | COMMON STOCK | D | 7,919 | $84.15 | 188,391 | D | S |
| 11 Dec, 2025 | Debra Schwartz | COMMON STOCK | D | 4,200 | $83.59 | 21,567 | D | S |
| 11 Dec, 2025 | Debra Schwartz | - | - | 21,567 | D | |||
| 10 Dec, 2025 | John Sheldon Peters | COMMON STOCK | D | 3,554 | $81.00 | 70,771 | D | S |
| 10 Dec, 2025 | Adina Eckstein | COMMON STOCK | D | 7,919 | $81.15 | 196,310 | D | S |
| 09 Dec, 2025 | Adina Eckstein | - | - | 204,229 | D | |||
| 09 Dec, 2025 | Adina Eckstein | - | - | 233,466 | D | |||
| 09 Dec, 2025 | Adina Eckstein | COMMON STOCK | A | 29,237 | $44.57 | 233,466 | D | M |
| 09 Dec, 2025 | Adina Eckstein | COMMON STOCK | D | 29,237 | $77.17 | 204,229 | D | S |
| 08 Dec, 2025 | Adina Eckstein | COMMON STOCK | D | 7,919 | $78.94 | 204,229 | D | S |
| 08 Dec, 2025 | Adina Eckstein | COMMON STOCK | D | 17,799 | $78.97 | 227,987 | D | S |
| 08 Dec, 2025 | Adina Eckstein | - | - | 212,148 | D | |||
| 08 Dec, 2025 | Adina Eckstein | COMMON STOCK | A | 16,250 | $24.47 | 244,237 | D | M |
| 08 Dec, 2025 | Adina Eckstein | - | - | 204,229 | D |