Lemonade's top three insider shareholders as of July 01, 2026 are Group Capital Ltd Softbank (TenPercentOwner, 7.11Mn shares), Shai Wininger (President, 4.42Mn shares), Daniel A. Schreiber (Chief Executive Officer, 1.51Mn shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| Timothy E Bixby | Chief Financial Officer | 249,490 | 0 | 05 Mar, 2026 |
| Michael A Eisenberg | - | 200,452 | 0 | 16 Sep, 2025 |
| Group Capital Ltd Softbank | - | 7,111,441 | 0 | 14 May, 2025 |
| Shai Wininger | President | 4,418,749 | 0 | 20 Mar, 2026 |
| Daniel A. Schreiber | Chief Executive Officer | 0 | 1,514,426 | 04 Feb, 2026 |
| Mwashuma Kamata Nyatta | - | 23,189 | 0 | 26 Jun, 2024 |
| John Sheldon Peters | Chief Insurance Officer | 76,729 | 0 | 05 Mar, 2026 |
| Silvija Martincevic | - | 18,462 | 0 | 09 Jun, 2023 |
| Irina Novoselsky | - | 18,462 | 0 | 09 Jun, 2023 |
| Adina Eckstein | Chief Operating Officer | 333,503 | 0 | 10 Mar, 2026 |
| Debra Schwartz | - | 21,567 | 0 | 15 Dec, 2025 |
| Samer Haj-Yehia | - | 24,339 | 0 | 12 Jun, 2025 |
| Maya Prosor | Chief Business Officer | 188,793 | 0 | 10 Mar, 2026 |
| Maria Angelidis-Smith | - | 14,896 | 38,944 | 30 Mar, 2026 |
| Geoff Seeley | - | 3,119 | 0 | 29 Oct, 2025 |
| Prashant Ratanchandani | - | 3,337 | 0 | 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 |
|---|---|---|---|---|---|---|---|---|
| 10 Mar, 2026 | Maria Angelidis-Smith | COMMON STOCK | A | 3,350 | $55.30 | 14,896 | D | P |
| 10 Mar, 2026 | Maria Angelidis-Smith | COMMON STOCK | A | 5,390 | $55.70 | 38,944 | I | P |
| 18 Mar, 2026 | Shai Wininger | COMMON STOCK | A | 820,000 | $0.00 | 4,238,749 | D | A |
| 18 Mar, 2026 | Shai Wininger | COMMON STOCK | A | 820,000 | $0.00 | 4,238,749 | D | A |
| 18 Mar, 2026 | Shai Wininger | COMMON STOCK | A | 820,000 | $0.00 | 4,238,749 | D | A |
| 18 Mar, 2026 | Daniel A. Schreiber | COMMON STOCK | A | 820,000 | $0.00 | 844,327 | D | A |
| 18 Mar, 2026 | Daniel A. Schreiber | COMMON STOCK | A | 820,000 | $0.00 | 844,327 | D | A |
| 18 Mar, 2026 | Daniel A. Schreiber | COMMON STOCK | A | 820,000 | $0.00 | 844,327 | D | A |
| 18 Mar, 2026 | Shai Wininger | COMMON STOCK | A | 180,000 | $0.00 | 4,418,749 | D | A |
| 18 Mar, 2026 | Shai Wininger | COMMON STOCK | A | 180,000 | $0.00 | 4,418,749 | D | A |
| 18 Mar, 2026 | Daniel A. Schreiber | COMMON STOCK | A | 180,000 | $0.00 | 1,024,327 | D | A |
| 18 Mar, 2026 | Shai Wininger | COMMON STOCK | A | 180,000 | $0.00 | 4,418,749 | D | A |
| 18 Mar, 2026 | Daniel A. Schreiber | COMMON STOCK | A | 180,000 | $0.00 | 1,024,327 | D | A |
| 18 Mar, 2026 | Daniel A. Schreiber | COMMON STOCK | A | 180,000 | $0.00 | 1,024,327 | D | A |
| 10 Mar, 2026 | Maria Angelidis-Smith | COMMON STOCK | A | 3,350 | $55.30 | 14,896 | D | A |
| 10 Mar, 2026 | Maria Angelidis-Smith | COMMON STOCK | A | 5,390 | $55.70 | 38,944 | I | A |
| 08 Mar, 2026 | Maya Prosor | COMMON STOCK | A | 181,389 | $0.00 | 188,793 | D | A |
| 08 Mar, 2026 | Maya Prosor | COMMON STOCK | A | 181,389 | $0.00 | 188,793 | D | A |
| 08 Mar, 2026 | Adina Eckstein | COMMON STOCK | A | 145,112 | $0.00 | 333,503 | D | A |
| 08 Mar, 2026 | Maya Prosor | COMMON STOCK | A | 181,389 | $0.00 | 188,793 | D | A |