Lemonade, Inc. (LMND) has 94 open-market insider trades by 14 insiders since 2020. Over the last six months insiders net sold $922K. The most active filer is John Sheldon Peters.
| Name | Title | Tier | Trades | Value | Last Trade |
|---|---|---|---|---|---|
| SoftBank Group Capital Ltd | 10% Owner | — | 11 | $325.5M | 2025-05-13 |
| Joel E. Cutler | Dir | — | 2 | $268.0M | 2021-06-02 |
| Daniel A. Schreiber | CEO | — | 5 | $87.0M | 2026-03-18 |
| Shai Wininger | Pres | — | 5 | $63.0M | 2026-09-02 |
| John Sheldon Peters | — | — | 21 | $22.4M | 2026-09-04 |
| Timothy E. Bixby | CFO | — | 21 | $18.8M | 2026-09-03 |
| George Thompson Hutton | Dir | — | 1 | $15.9M | 2021-01-19 |
| Michael A. Eisenberg | Dir | — | 10 | $14.0M | 2026-06-10 |
| Jorge Espinel | — | — | 2 | $7.5M | 2021-03-01 |
| Caryn Seidman Becker | Dir | — | 1 | $2.7M | 2021-03-16 |
| Insider | Title | Type | Value | Date |
|---|---|---|---|---|
| John Sheldon Peters | — | Sell | $169K | 2026-09-03 |
| Timothy E. Bixby | CFO | Sell | $103K | 2026-09-03 |
| Maya Prosor | — | Sell | $57K | 2026-09-03 |
| John Sheldon Peters | — | Sell | $578K | 2026-08-13 |
| Timothy E. Bixby | CFO | Sell | $5.8M | 2026-07-07 |
| John Sheldon Peters | — | Sell | $272K | 2026-07-06 |
Companies that share insiders with LMND, and sector peers with recent insider buying. Related by who files, not by how the stocks move.
| Timothy E. Bixby | CFO | Sell | $118K | 2026-06-03 |
| Maya Prosor | — | Sell | $65K | 2026-06-03 |
| John Sheldon Peters | — | Sell | $283K | 2026-06-03 |
| Maria Angelidis-Smith | Director | Buy | $485K | 2026-03-10 |
| Timothy E. Bixby | CFO | Sell | $107K | 2026-03-03 |
| John Sheldon Peters | Chief Insurance Officer | Sell | $276K | 2026-03-03 |
| Maya Prosor | Chief Business Officer | Sell | $11K | 2026-03-03 |
| Daniel A. Schreiber | CEO | Sell | $902K | 2026-01-23 |
| Daniel A. Schreiber | CEO | Sell | $12.0M | 2026-01-22 |