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| 23 Jan 2024 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 12,287 | $140.85 | $1,730,624 23 Jan 2024 | 26,366 | ↗ |
| 24 Jul 2023 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 10,000 | $140.85 | $1,408,500 24 Jul 2023 | 24,079 | ↗ |
| 10 May 2023 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 10,246 | $118.78 | $1,217,020 10 May 2023 | 24,325 | ↗ |
| 9 Feb 2023 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 20,000 | $118.78 | $2,375,600 9 Feb 2023 | 29,106 | ↗ |
| 31 Oct 2022 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 10,000 | $118.78 | $1,187,800 31 Oct 2022 | 19,106 | ↗ |
| 16 Aug 2022 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 11,478 | $106.03 | $1,217,012 16 Aug 2022 | 20,584 | ↗ |
| 13 May 2022 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 10,000 | $106.03 | $1,060,300 13 May 2022 | 19,106 | ↗ |
| 21 Apr 2022 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 10,000 | $106.03 | $1,060,300 21 Apr 2022 | 19,106 | ↗ |
| 26 Jan 2022 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 10,000 | $106.03 | $1,060,300 26 Jan 2022 | 14,275 | ↗ |
| 25 Oct 2021 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 5,876 | $106.04 | $623,091 25 Oct 2021 | 10,151 | ↗ |
| 26 Jul 2021 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 12,000 | $106.04 | $1,272,480 26 Jul 2021 | 16,275 | ↗ |
| 13 May 2021 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 10,000 | $106.04 | $1,060,400 13 May 2021 | 14,275 | ↗ |
| 10 Feb 2021 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 23,230 | $80.35 | $1,866,531 10 Feb 2021 | 23,230 | ↗ |
| 24 Feb 2020 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Sale | 4,983 | $134.68 | $671,110 24 Feb 2020 | 0 | ↗ |
| 12 Aug 2019 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Sale | 3,545 | $147.43 | $522,639 12 Aug 2019 | 0 | ↗ |
| 22 Feb 2019 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Sale | 4,850 | $131.26 | $636,611 22 Feb 2019 | 3,545 | ↗ |
| 16 Feb 2018 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 21,064 | $78.65 | $1,656,684 16 Feb 2018 | 22,606 | ↗ |
| 21 Nov 2017 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 20,077 | $59.74 | $1,199,400 21 Nov 2017 | 21,619 | ↗ |
| 25 Jul 2017 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 10,051 | $58.56 | $588,587 25 Jul 2017 | 7,542 | ↗ |
| 24 Apr 2017 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Option | 20,300 | $56.81 | $1,153,243 24 Apr 2017 | 22,342 | ↗ |
| 27 Feb 2017 | TRVTravelers Companies Inc. | Michael Frederick Klein EVP, President, and Personal Ins. | Sale | 4,000 | $122.04 | $488,160 27 Feb 2017 | 3,042 | ↗ |