Peters John Sheldon, Chief Insurance Officer at Lemonade, Inc. ($LMND), sold nearly $7 million in company shares across thirteen open market transactions in the last 365 days. His most recent sale took place on March 4, 2026. These activities rank him 1,497th among 11,678 insiders by total sales value, trailing the average of $8.6 million over 6.4 transactions. He recorded no open market purchases during 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 4, 2026 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 3571 | $52.50 | 76,729.0000 | 74,731,027 | 4.45% | 0.00% |
| March 3, 2026 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 1773 | $50.12 | 80,300.0000 | 74,731,027 | 2.16% | 0.00% |
| Feb. 12, 2026 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | COMMON STOCK | 11845 | $11.61 | 82,073.0000 | 74,731,027 | 16.87% | 0.02% |
| Feb. 12, 2026 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | STOCK OPTION | 11845 | $11.61 | 0.0000 | 74,731,027 | 100.00% | 0.02% |
| Jan. 22, 2026 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 9000 | $90.00 | 70,228.0000 | 74,731,027 | 11.36% | 0.01% |
| Jan. 8, 2026 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | COMMON STOCK | 18457 | $5.26 | 79,228.0000 | 74,731,027 | 30.37% | 0.02% |
| Jan. 8, 2026 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | STOCK OPTION | 18457 | $5.26 | 10,000.0000 | 74,731,027 | 64.86% | 0.02% |
| Jan. 6, 2026 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 10000 | $80.00 | 60,771.0000 | 74,731,027 | 14.13% | 0.01% |
| Dec. 10, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 3554 | $81.00 | 70,771.0000 | 74,731,027 | 4.78% | 0.00% |
| Dec. 3, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 2667 | $72.37 | 74,325.0000 | 74,731,027 | 3.46% | 0.00% |
| Dec. 2, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 2677 | $72.74 | 76,992.0000 | 74,731,027 | 3.36% | 0.00% |
| Nov. 24, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 3798 | $73.25 | 79,669.0000 | 74,731,027 | 4.55% | 0.01% |
| Nov. 20, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 18930 | $72.77 | 83,467.0000 | 74,731,027 | 18.49% | 0.03% |
| Sept. 3, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 2718 | $50.34 | 102,397.0000 | 72,820,080 | 2.59% | 0.00% |
| Aug. 21, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | A | STOCK OPTION | 25556 | $0.00 | 25,556.0000 | 72,820,080 | 9999.99% | 0.04% |
| Aug. 13, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 38155 | $60.00 | 105,115.0000 | 72,820,080 | 26.63% | 0.05% |
| Aug. 13, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | COMMON STOCK | 38155 | $11.61 | 143,270.0000 | 72,820,080 | 36.30% | 0.05% |
| Aug. 13, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | STOCK OPTION | 38155 | $11.61 | 11,845.0000 | 72,820,080 | 76.31% | 0.05% |
| Aug. 12, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | G | COMMON STOCK | 1000 | $0.00 | 105,115.0000 | 72,820,080 | 0.94% | 0.00% |
| June 23, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | STOCK OPTION | 6543 | $5.26 | 28,457.0000 | 72,820,080 | 18.69% | 0.01% |
| June 23, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | COMMON STOCK | 6543 | $5.26 | 112,658.0000 | 72,820,080 | 6.17% | 0.01% |
| June 23, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 6543 | $45.00 | 106,115.0000 | 72,820,080 | 5.81% | 0.01% |
| June 3, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 1494 | $35.25 | 106,115.0000 | 72,820,080 | 1.39% | 0.00% |
| April 2, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | COMMON STOCK | 20000 | $2.65 | 107,609.0000 | 72,820,080 | 22.83% | 0.03% |
| April 2, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | STOCK OPTION | 20000 | $0.00 | 0.0000 | 72,820,080 | 100.00% | 0.03% |
| March 4, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 1899 | $33.79 | 87,609.0000 | 72,820,080 | 2.12% | 0.00% |
| Dec. 31, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | STOCK OPTION | 10000 | $2.65 | 30,000.0000 | 0 | 25.00% | 0.00% |
| Dec. 30, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | COMMON STOCK | 10000 | $5.26 | 98,493.0000 | 0 | 11.30% | 0.00% |
| Dec. 30, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 10000 | $38.67 | 88,493.0000 | 0 | 10.15% | 0.00% |
| Dec. 31, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | COMMON STOCK | 10000 | $2.65 | 79,508.0000 | 0 | 14.39% | 0.00% |
| Jan. 2, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | COMMON STOCK | 10000 | $2.65 | 89,508.0000 | 0 | 12.58% | 0.00% |
| Dec. 30, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | STOCK OPTION | 10000 | $5.26 | 35,000.0000 | 0 | 22.22% | 0.00% |
| Jan. 2, 2025 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | STOCK OPTION | 10000 | $2.65 | 20,000.0000 | 0 | 33.33% | 0.00% |
| Dec. 30, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 18985 | $38.67 | 69,508.0000 | 0 | 21.45% | 0.00% |
| Dec. 3, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 1790 | $45.50 | 88,493.0000 | 0 | 1.98% | 0.00% |
| Sept. 4, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 1547 | $18.84 | 90,283.0000 | 0 | 1.68% | 0.00% |
| June 24, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | A | COMMON STOCK | 17889 | $0.00 | 91,830.0000 | 0 | 24.19% | 0.00% |
| June 4, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 1026 | $16.03 | 73,941.0000 | 0 | 1.37% | 0.00% |
| March 5, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 1106 | $16.52 | 74,967.0000 | 0 | 1.45% | 0.00% |
| Sept. 7, 2023 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 567 | $13.68 | 76,942.0000 | 0 | 0.73% | 0.00% |
| Dec. 5, 2023 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 869 | $17.70 | 76,073.0000 | 0 | 1.13% | 0.00% |
| March 1, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | A | COMMON STOCK | 4025 | $0.00 | 77,509.0000 | 0 | 5.48% | 0.00% |
| Jan. 25, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | COMMON STOCK | 10000 | $2.65 | 73,484.0000 | 0 | 15.75% | 0.00% |
| Jan. 25, 2024 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | STOCK OPTION | 10000 | $0.00 | 40,000.0000 | 0 | 20.00% | 0.00% |
| Aug. 11, 2023 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | A | COMMON STOCK | 15700 | $0.00 | 63,484.0000 | 0 | 32.86% | 0.00% |
| July 17, 2023 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | COMMON STOCK | 5000 | $5.26 | 52,784.0000 | 0 | 10.46% | 0.00% |
| July 17, 2023 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | STOCK OPTION | 5000 | $0.00 | 45,000.0000 | 0 | 10.00% | 0.00% |
| July 17, 2023 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 5000 | $20.00 | 47,784.0000 | 0 | 9.47% | 0.00% |
| June 5, 2023 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 538 | $18.26 | 47,784.0000 | 0 | 1.11% | 0.00% |
| March 7, 2023 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | S | COMMON STOCK | 663 | $14.94 | 48,322.0000 | 0 | 1.35% | 0.00% |
| Feb. 7, 2023 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | A | COMMON STOCK | 30000 | $0.00 | 48,985.0000 | 0 | 158.02% | 0.00% |
| Feb. 2, 2023 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | STOCK OPTION | 10000 | $2.65 | 50,000.0000 | 0 | 16.67% | 0.00% |
| Feb. 2, 2023 | Lemonade, Inc. | $LMND | Peters John Sheldon | Chief Insurance Officer | M | COMMON STOCK | 10000 | $2.65 | 18,985.0000 | 0 | 111.30% | 0.00% |