Eckstein Adina, Chief Operating Officer of Lemonade, Inc. ($LMND), sold shares on the open market 13 times over the last year, totaling nearly $11 million. Her most recent sale occurred on December 11, 2025. These $LMND insider sales rank her 1,052nd among 11,678 individual insiders in our database, above the average sale amount of $8.6 million and 6.4 transactions. She made no open market purchases in this period.
| Transaction Date | Company | Ticker | Insider Name | Title | Transaction Type | Security | Shares | Price | Shares Owned Following | Total Shares Outstanding | % of Owned | % of Outstanding |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| March 8, 2026 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | A | STOCK OPTION | 54417 | $0.00 | 54,417.0000 | 74,731,027 | 9999.99% | 0.07% |
| March 8, 2026 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | A | COMMON STOCK | 145112 | $0.00 | 333,503.0000 | 74,731,027 | 77.03% | 0.19% |
| Dec. 11, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 7919 | $84.15 | 188,391.0000 | 74,731,027 | 4.03% | 0.01% |
| Dec. 10, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 7919 | $81.15 | 196,310.0000 | 74,731,027 | 3.88% | 0.01% |
| Dec. 8, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 16250 | $24.47 | 244,237.0000 | 74,731,027 | 7.13% | 0.02% |
| Dec. 8, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 1549 | $44.57 | 245,786.0000 | 74,731,027 | 0.63% | 0.00% |
| Dec. 8, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 17799 | $78.97 | 227,987.0000 | 74,731,027 | 7.24% | 0.02% |
| Dec. 8, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 15839 | $78.92 | 212,148.0000 | 74,731,027 | 6.95% | 0.02% |
| Dec. 8, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 7919 | $78.94 | 204,229.0000 | 74,731,027 | 3.73% | 0.01% |
| Dec. 9, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 29237 | $44.57 | 233,466.0000 | 74,731,027 | 14.32% | 0.04% |
| Dec. 9, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 29237 | $77.17 | 204,229.0000 | 74,731,027 | 12.52% | 0.04% |
| Dec. 8, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 16250 | $24.47 | 0.0000 | 74,731,027 | 100.00% | 0.02% |
| Dec. 8, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 1549 | $44.57 | 33,751.0000 | 74,731,027 | 4.39% | 0.00% |
| Dec. 9, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 29237 | $44.57 | 4,514.0000 | 74,731,027 | 86.63% | 0.04% |
| Nov. 10, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 5988 | $27.35 | 233,975.0000 | 74,731,027 | 2.63% | 0.01% |
| Nov. 7, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 20000 | $27.35 | 247,987.0000 | 74,731,027 | 8.77% | 0.03% |
| Nov. 7, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 20000 | $72.04 | 227,987.0000 | 74,731,027 | 8.06% | 0.03% |
| Nov. 7, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 20000 | $27.35 | 247,987.0000 | 74,731,027 | 8.77% | 0.03% |
| Nov. 10, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 5988 | $27.35 | 7,074.0000 | 74,731,027 | 45.84% | 0.01% |
| Nov. 7, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 40000 | $27.35 | 13,062.0000 | 74,731,027 | 75.38% | 0.05% |
| Nov. 10, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 5988 | $78.00 | 227,987.0000 | 74,731,027 | 2.56% | 0.01% |
| Nov. 7, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 20000 | $74.00 | 227,987.0000 | 74,731,027 | 8.06% | 0.03% |
| Aug. 21, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | A | COMMON STOCK | 38334 | $0.00 | 227,987.0000 | 72,820,080 | 20.21% | 0.05% |
| Aug. 13, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 5000 | $24.47 | 16,250.0000 | 72,820,080 | 23.53% | 0.01% |
| Aug. 13, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 5000 | $24.47 | 189,653.0000 | 72,820,080 | 2.71% | 0.01% |
| Aug. 13, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 5000 | $58.00 | 189,653.0000 | 72,820,080 | 2.57% | 0.01% |
| Aug. 11, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 0 | $53.00 | 189,653.0000 | 72,820,080 | 0.00% | 0.00% |
| Aug. 11, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 5000 | $24.47 | 21,250.0000 | 72,820,080 | 19.05% | 0.01% |
| Aug. 11, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 0 | $24.47 | 189,653.0000 | 72,820,080 | 0.00% | 0.00% |
| Aug. 5, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 3750 | $23.69 | 194,653.0000 | 72,820,080 | 1.96% | 0.01% |
| Aug. 5, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 1250 | $23.69 | 190,903.0000 | 72,820,080 | 0.66% | 0.00% |
| Aug. 5, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 5000 | $49.00 | 189,653.0000 | 72,820,080 | 2.57% | 0.01% |
| Aug. 5, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 1250 | $23.69 | 0.0000 | 72,820,080 | 100.00% | 0.00% |
| Aug. 5, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 3750 | $24.47 | 26,250.0000 | 72,820,080 | 12.50% | 0.01% |
| June 23, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 5000 | $45.00 | 189,653.0000 | 72,820,080 | 2.57% | 0.01% |
| June 23, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 5000 | $23.69 | 194,653.0000 | 72,820,080 | 2.64% | 0.01% |
| June 23, 2025 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 5000 | $23.69 | 1,250.0000 | 72,820,080 | 80.00% | 0.01% |
| Nov. 21, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 15000 | $24.47 | 30,000.0000 | 0 | 33.33% | 0.00% |
| Nov. 19, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 6875 | $23.69 | 13,125.0000 | 0 | 34.38% | 0.00% |
| Nov. 19, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 1769 | $27.35 | 54,831.0000 | 0 | 3.13% | 0.00% |
| Nov. 19, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 15000 | $24.47 | 45,000.0000 | 0 | 25.00% | 0.00% |
| Nov. 21, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 6875 | $50.00 | 189,653.0000 | 0 | 3.50% | 0.00% |
| Nov. 21, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 1769 | $50.00 | 196,528.0000 | 0 | 0.89% | 0.00% |
| Nov. 21, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 6875 | $23.69 | 6,250.0000 | 0 | 52.38% | 0.00% |
| Nov. 21, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | STOCK OPTION | 1769 | $27.35 | 53,062.0000 | 0 | 3.23% | 0.00% |
| Nov. 19, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 6875 | $40.00 | 189,653.0000 | 0 | 3.50% | 0.00% |
| Nov. 19, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 1769 | $40.00 | 196,528.0000 | 0 | 0.89% | 0.00% |
| Nov. 19, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 15000 | $40.00 | 198,297.0000 | 0 | 7.03% | 0.00% |
| Nov. 19, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 6875 | $23.69 | 213,297.0000 | 0 | 3.33% | 0.00% |
| Nov. 19, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 1769 | $27.35 | 206,422.0000 | 0 | 0.86% | 0.00% |
| Nov. 19, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 15000 | $24.47 | 204,653.0000 | 0 | 7.91% | 0.00% |
| Nov. 21, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | S | COMMON STOCK | 15000 | $50.00 | 198,297.0000 | 0 | 7.03% | 0.00% |
| Nov. 21, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 6875 | $23.69 | 213,297.0000 | 0 | 3.33% | 0.00% |
| Nov. 21, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 1769 | $27.35 | 206,422.0000 | 0 | 0.86% | 0.00% |
| Nov. 21, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | M | COMMON STOCK | 15000 | $24.47 | 204,653.0000 | 0 | 7.91% | 0.00% |
| June 24, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | A | STOCK OPTION | 71556 | $0.00 | 71,556.0000 | 0 | 9999.99% | 0.00% |
| June 24, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | A | COMMON STOCK | 53667 | $0.00 | 189,653.0000 | 0 | 39.47% | 0.00% |
| Feb. 2, 2024 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | A | COMMON STOCK | 7486 | $0.00 | 135,986.0000 | 0 | 5.83% | 0.00% |
| Aug. 11, 2023 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | A | STOCK OPTION | 47100 | $0.00 | 47,100.0000 | 0 | 9999.99% | 0.00% |
| Aug. 11, 2023 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | A | COMMON STOCK | 23500 | $0.00 | 128,500.0000 | 0 | 22.38% | 0.00% |
| Feb. 7, 2023 | Lemonade, Inc. | $LMND | Eckstein Adina | Chief Operating Officer | A | COMMON STOCK | 75000 | $0.00 | 105,000.0000 | 0 | 250.00% | 0.00% |