| Insider | Role | Shares | Value | Buys | Sells |
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| Date | Ticker | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
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| Insider | Role | Shares | Value | Buys | Sells |
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| Date | Ticker | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
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Chief Operating Officer
1 company
Adina Eckstein is Chief Operating Officer at LMND. Adina Eckstein'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 $14.9M at current prices.
Our model assigns Adina Eckstein a middling insider score of 51/100, based on 12 past trades. Over a 12-month horizon, 16.7% of those trades were profitable, with an average 12-month return of -22.5%.
The LMND filings lean toward selling, a net 194,908 shares.
Adina Eckstein has 18 Form 4 filings on record from July 2021 to March 2026, all as Chief Operating Officer at Lemonade (LMND), 2021–2026.
The 49 reported transactions were 19 open-market sales, 17 option exercises, 7 stock awards and 6 option or other derivative awards.
Counted by filing, the open-market trades come to no purchases and 8 sales worth about $13.1M.
The largest open-market sale was 70,794 shares of LMND at an average $78.21 on December 9, 2025, about $5.5M.
All 8 sales since April 2023 were made under a Rule 10b5-1 trading plan, set up in advance.
| Date | Ticker | Role | Type | Shares | Price | Value | Chg% | 3M | 12M | SEC |
|---|---|---|---|---|---|---|---|---|---|---|
| Dec 11, 2025 | LMND Lemonade, Inc. | Chief Operating Officer | Sell10b5-1 | 7,919 | $84.15 | $666,383.85 | -4.0% | -34.1% | - | |
| Dec 10, 2025 | LMND Lemonade, Inc. | Chief Operating Officer | Sell10b5-1 | 7,919 | $81.15 | $642,626.85 | -3.9% | -29.3% | - | |
| Dec 9, 2025 | LMND Lemonade, Inc. | Chief Operating Officer | Sale+OE10b5-1 | 70,794 | $78.21 | $5,536,946.06 | -25.7% | -30.4% | - | |
| Nov 10, 2025 | LMND Lemonade, Inc. | Chief Operating Officer | Sale+OE10b5-1 | 45,988 | $73.67 | $3,387,864.00 | -16.8% | -7.7% | - | |
| Aug 13, 2025 | LMND Lemonade, Inc. | Chief Operating Officer | Sale+OE10b5-1 | 5,000 | $58.00 | $290,000.00 | -2.6% | +32.6% | -11.3% | |
| Aug 11, 2025 | LMND Lemonade, Inc. | Chief Operating Officer | Sale+OE10b5-1 | 0 | $0.00 | - | - | +50.6% | +1.0% | |
| Aug 5, 2025 | LMND Lemonade, Inc. | Chief Operating Officer | Sale+OE10b5-1 | 5,000 | $49.00 | $245,000.00 | -2.6% | +28.4% | +8.6% | |
| Jun 23, 2025 | LMND Lemonade, Inc. | Chief Operating Officer | Sale+OE10b5-1 | 5,000 | $45.00 | $225,000.00 | -2.6% | +30.3% | +26.4% | |
| Nov 21, 2024 | LMND Lemonade, Inc. | Chief Operating Officer | Sale+OE10b5-1 | 47,288 | $45.00 | $2,127,960.00 | -20.0% | -27.4% | +33.7% |