| Insider | Role | Shares | Value | Buys | Sells |
|---|---|---|---|---|---|
| Date | Ticker | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
|---|---|---|---|---|---|---|---|---|---|
| Insider | Role | Shares | Value | Buys | Sells |
|---|---|---|---|---|---|
| Date | Ticker | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
|---|---|---|---|---|---|---|---|---|---|
Chief Insurance Officer
1 company
John Sheldon Peters is Chief Insurance Officer at LMND. John Sheldon Peters's net worth is not public. Form 4 filings only show shares in the companies where this person is an insider; those holdings are worth an estimated $3.3M at current prices.
Our model assigns John Sheldon Peters a middling insider score of 63/100, based on 34 past trades. Over a 12-month horizon, 40.9% of those trades were profitable, with an average 12-month return of -11.9%.
The LMND filings lean toward selling, a net 365,317 shares.
John Sheldon Peters has 50 Form 4 filings on record from November 2020 to September 2026, all as Chief Insurance Officer at Lemonade (LMND), 2020–2026.
The 104 reported transactions were 77 open-market sales, 16 option exercises, 5 stock awards and 4 option or other derivative awards, plus smaller numbers of other types.
Counted by filing, the open-market trades come to no purchases and 35 sales worth about $28.6M.
The largest open-market sale was 65,500 shares of LMND at an average $150.81 on January 20, 2021, about $9.9M.
10 of the 22 sales since April 2023 were made under a Rule 10b5-1 trading plan; the other 12 were not.
| Date | Ticker | Role | Type | Shares | Price | Value | Chg% | 3M | 12M | SEC |
|---|---|---|---|---|---|---|---|---|---|---|
| Sep 4, 2026 | LMND Lemonade, Inc. | Chief Insurance Officer | Sell10b5-1 | 3,108 | $54.50 | $169,385.22 | -4.0% | - | - | |
| Aug 13, 2026 | LMND Lemonade, Inc. | Chief Insurance Officer | Sell | 11,000 | $52.55 | $578,050.00 | -12.5% | - | - | |
| Jul 6, 2026 | LMND Lemonade, Inc. | Chief Insurance Officer | Sell | 3,444 | $79.00 | $272,076.00 | -4.2% | -40.7% | - | |
| Jun 4, 2026 | LMND Lemonade, Inc. | Chief Insurance Officer | Sell10b5-1 | 5,343 | $53.01 | $283,257.47 | -6.2% | +3.0% | - | |
| Mar 4, 2026 | LMND Lemonade, Inc. | Chief Insurance Officer | Sell10b5-1 | 5,344 | $51.71 | $276,340.26 | -6.5% | +6.0% | - | |
| Jan 22, 2026 | LMND Lemonade, Inc. | Chief Insurance Officer | Sell10b5-1 | 9,000 | $90.00 | $810,000.00 | -11.4% | -31.1% | - | |
| Jan 6, 2026 | LMND Lemonade, Inc. | Chief Insurance Officer | Sell10b5-1 | 10,000 | $80.00 | $800,000.00 | -14.1% | -22.6% | - | |
| Dec 10, 2025 | LMND Lemonade, Inc. | Chief Insurance Officer | Sell | 3,554 | $81.00 | $287,874.00 | -4.8% | -29.3% | - | |
| Dec 3, 2025 | LMND Lemonade, Inc. | Chief Insurance Officer | Sell10b5-1 | 5,344 | $72.56 | $387,735.77 | -6.7% | -29.5% | - | |
| Nov 24, 2025 | LMND Lemonade, Inc. | Chief Insurance Officer | Sell10b5-1 | 22,728 | $72.85 | $1,655,739.60 | -22.2% | -30.8% | - |