Daniel S. Frey, EVP and Chief Financial Officer of Travelers Companies ($TRV), sold shares on the open market three times in the last year, totaling nearly $15 million. His most recent sale occurred on February 20, 2026. These sales rank 840th among over 11,700 individual insiders by value, above the average of $8.6 million across 6.4 transactions per insider. Frey made 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 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Feb. 20, 2026 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | S | Common Stock | 8000 | $299.50 | 27,534.9480 | 217,500,000 | 22.51% | 0.00% |
| Feb. 18, 2026 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | F | Common Stock | 7522 | $298.46 | 35,534.9480 | 217,500,000 | 17.47% | 0.00% |
| Feb. 18, 2026 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | A | Common Stock | 16125 | $0.00 | 43,056.9480 | 217,500,000 | 59.87% | 0.01% |
| Feb. 3, 2026 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | A | Stock Options (Right to Buy) | 13026 | $0.00 | 13,026.0000 | 217,500,000 | 9999.99% | 0.01% |
| Nov. 6, 2025 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | M | Stock Options (Right to Buy) | 25000 | $0.00 | 11,037.0000 | 223,000,000 | 69.37% | 0.01% |
| Nov. 6, 2025 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | M | Common Stock | 25000 | $139.83 | 51,931.8200 | 223,000,000 | 92.83% | 0.01% |
| Nov. 6, 2025 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | S | Common Stock | 25000 | $278.25 | 26,931.8200 | 223,000,000 | 48.14% | 0.01% |
| May 29, 2025 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | M | Common Stock | 20286 | $132.58 | 47,217.8200 | 226,600,000 | 75.32% | 0.01% |
| May 29, 2025 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | M | Stock Options (Right to Buy) | 20286 | $0.00 | 0.0000 | 226,600,000 | 100.00% | 0.01% |
| May 29, 2025 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | S | Common Stock | 20286 | $273.48 | 26,931.8200 | 226,600,000 | 42.96% | 0.01% |
| Feb. 19, 2025 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | F | Common Stock | 7349 | $241.05 | 26,931.8200 | 226,600,000 | 21.44% | 0.00% |
| Feb. 19, 2025 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | A | Common Stock | 15766 | $0.00 | 34,280.8200 | 226,600,000 | 85.15% | 0.01% |
| Feb. 4, 2025 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | A | Stock Options (Right to Buy) | 14509 | $0.00 | 14,509.0000 | 226,600,000 | 9999.99% | 0.01% |
| April 25, 2024 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | S | Common Stock | 5000 | $212.90 | 18,514.6790 | 228,200,000 | 21.26% | 0.00% |
| Feb. 21, 2024 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | A | Common Stock | 16310 | $0.00 | 31,119.6790 | 228,200,000 | 110.13% | 0.01% |
| Feb. 21, 2024 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | F | Common Stock | 7605 | $219.38 | 23,514.6790 | 228,200,000 | 24.44% | 0.00% |
| Feb. 6, 2024 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | M | Common Stock | 38000 | $132.58 | 52,809.5610 | 228,200,000 | 256.59% | 0.02% |
| Feb. 6, 2024 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | S | Common Stock | 38000 | $212.55 | 14,809.5610 | 228,200,000 | 71.96% | 0.02% |
| Feb. 6, 2024 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | A | Stock Options (Right to Buy) | 17716 | $0.00 | 17,716.0000 | 228,200,000 | 9999.99% | 0.01% |
| Feb. 6, 2024 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | M | Stock Options (Right to Buy) | 38000 | $0.00 | 20,286.0000 | 228,200,000 | 65.20% | 0.02% |
| April 21, 2023 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | S | Common Stock | 19522 | $178.56 | 31,224.5610 | 232,100,000 | 38.47% | 0.01% |
| April 21, 2023 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | S | Common Stock | 16415 | $179.69 | 14,809.5610 | 232,100,000 | 52.57% | 0.01% |
| April 21, 2023 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | M | Stock Options (Right to Buy) | 1462 | $0.00 | 0.0000 | 232,100,000 | 100.00% | 0.00% |
| April 21, 2023 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | M | Common Stock | 1462 | $140.85 | 13,081.5610 | 232,100,000 | 12.58% | 0.00% |
| April 21, 2023 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | M | Stock Options (Right to Buy) | 39044 | $0.00 | 0.0000 | 232,100,000 | 100.00% | 0.02% |
| April 21, 2023 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | S | Common Stock | 731 | $178.61 | 12,350.5610 | 232,100,000 | 5.59% | 0.00% |
| April 21, 2023 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | S | Common Stock | 648 | $179.65 | 11,702.5610 | 232,100,000 | 5.25% | 0.00% |
| April 21, 2023 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | M | Common Stock | 39044 | $126.18 | 50,746.5610 | 232,100,000 | 333.64% | 0.02% |
| Feb. 22, 2023 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | F | Common Stock | 5213 | $185.61 | 11,619.5610 | 232,100,000 | 30.97% | 0.00% |
| Feb. 22, 2023 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | A | Common Stock | 11192 | $0.00 | 16,832.5610 | 232,100,000 | 198.44% | 0.00% |
| Feb. 7, 2023 | TRAVELERS COMPANIES, INC. | $TRV | Frey Daniel S. | EVP & Chief Financial Officer | A | Stock Options (Right to Buy) | 20091 | $0.00 | 20,091.0000 | 232,100,000 | 9999.99% | 0.01% |