Insider Trading activities at Travelers Companies, Inc. (TRV)

Insider trading activities (stock purchases, sales, and option exercises) reported by insiders of Travelers Companies, Inc. (TRV) since 2015 are shown in Table 1 and Table 2. Table 1 shows the monthly insider trading data of Travelers Companies, Inc.. Table 2 shows the detailed insider transactions. This company's CIK number is 86312.

Total stock buying since 2015: $1,654,763.
Total stock sales since 2015: $698,882,713.
Total stock option exercises since 2015: $394,824,466.


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27 insiders reported insider trading activities at Travelers Companies, Inc. (TRV):
Insider trading activities of Bengston Diane D.
Insider trading activities of Kurtzman Diane
Insider trading activities of Schnitzer Alan D
Insider trading activities of Benet Jay S
Insider trading activities of Duberstein Kenneth M
Insider trading activities of Spadorcia Doreen
Insider trading activities of Fishman Jay S
Insider trading activities of Yin Daniel Tei-hwa
Insider trading activities of Russell Douglas K
Insider trading activities of Olivo Maria
Insider trading activities of Klenk Jeffrey P.
Insider trading activities of Rowland David Donnay
Insider trading activities of Schermerhorn Todd C
Insider trading activities of Maclean Brian W
Insider trading activities of Dolan Janet M
Insider trading activities of Lefebvre Mojgan M
Insider trading activities of Spence Kenneth Franklin Iii
Insider trading activities of Heyman William H
Insider trading activities of Toczydlowski Gregory C
Insider trading activities of Kess Avrohom J.
Insider trading activities of Bessette Andy F
Insider trading activities of Kunkel Thomas M
Insider trading activities of Clifford John P Jr
Insider trading activities of Frey Daniel S.
Insider trading activities of Ruegger Philip T Iii
Insider trading activities of Klein Michael Frederick
Insider trading activities of Munson Paul E.

Table 1. Yearly summary of insider stock purchases, sales, and option exercises at Travelers Companies, Inc. (TRV).
Insider Buying Insider Sales Option Exercises
Year Shares Value Shares Value Shares Value
2025 0 $0 234,235 $63,578,814 406,538 $53,701,866
2024 0 $0 451,515 $102,053,110 553,596 $67,877,877
2023 0 $0 300,312 $55,707,982 286,780 $33,318,752
2022 0 $0 496,571 $88,245,450 506,091 $54,382,211
2021 0 $0 318,296 $48,970,404 308,717 $27,833,588
2020 1,495 $179,297 51,173 $6,946,086 33,784 $2,288,419
2019 700 $103,243 392,505 $54,644,656 358,168 $31,886,201
2018 1,600 $218,296 305,295 $43,694,089 298,039 $18,753,636
2017 1,120 $150,315 541,201 $67,099,016 518,769 $31,815,436
2016 3,700 $414,895 555,949 $62,254,253 538,522 $28,346,271
2015 5,500 $588,717 984,773 $105,688,853 840,808 $44,620,209

Table 2. Monthly summary of insider trading at Travelers Companies, Inc. (TRV).
Trading Period Insider Buying Insider Sales Option Exercises
year-month Shares Value Shares Value Shares Value
2025-08 0 $0 36,562 $9,896,021 36,562 $5,170,950
2025-07 0 $0 11,505 $3,061,756 0 $0
2025-05 0 $0 172,868 $47,314,657 356,676 $46,767,602
2025-02 0 $0 13,300 $3,306,380 13,300 $1,763,314
2024-11 0 $0 17,000 $4,439,641 17,000 $2,303,110
2024-10 0 $0 95,035 $24,759,087 44,011 $5,708,474
2024-08 0 $0 28,005 $6,288,700 28,005 $3,417,254
2024-07 0 $0 10,000 $2,114,370 10,000 $1,261,800
2024-05 0 $0 13,006 $2,790,778 0 $0
2024-04 0 $0 10,000 $2,146,750 10,000 $1,261,800
2024-02 0 $0 156,135 $33,556,935 322,246 $39,249,383
2024-01 0 $0 122,334 $25,956,849 122,334 $14,676,056
2023-11 0 $0 11,067 $1,950,630 7,270 $596,518
2023-07 0 $0 10,000 $1,750,480 10,000 $1,408,500
2023-05 0 $0 10,246 $1,873,747 10,246 $1,217,019
2023-04 0 $0 48,888 $8,750,569 52,078 $6,942,373
2023-02 0 $0 211,111 $39,657,526 198,186 $22,018,722
2023-01 0 $0 9,000 $1,725,030 9,000 $1,135,620
2022-11 0 $0 189,996 $35,527,106 205,576 $21,333,762
2022-08 0 $0 14,423 $2,486,171 11,478 $1,217,012
2022-05 0 $0 51,171 $8,950,140 51,171 $6,069,944
2022-04 0 $0 29,723 $5,290,286 29,723 $3,454,915
2022-02 0 $0 153,275 $26,270,821 150,160 $15,648,561
2022-01 0 $0 57,983 $9,720,926 57,983 $6,658,017

Table 3. Detailed insider trading at Travelers Companies, Inc. (TRV)
  Trade Date   Insider Name Trade Type     Shares       Price ($)   Value ($)
2025-08-22 Lefebvre Mojgan M (EVP & Chief Tech & Ops Officer) Sale 16,820 277.55 4,668,306
2025-08-22 Lefebvre Mojgan M (EVP & Chief Tech & Ops Officer) Option Ex 16,820 132.58 2,229,995
2025-08-22 Heyman William H (Vice Chairman) Sale 2,000 278.50 557,000
2025-08-22 Heyman William H (Vice Chairman) Option Ex 2,000 139.83 279,660
2025-08-07 Bessette Andy F (EVP and Chief Admin Officer) Sale 7,742 264.90 2,050,855
2025-08-07 Bessette Andy F (EVP and Chief Admin Officer) Option Ex 7,742 172.50 1,335,495
2025-08-04 Klein Michael Frederick (EVP & President, Personal Ins.) Sale 10,000 261.99 2,619,860
2025-08-04 Klein Michael Frederick (EVP & President, Personal Ins.) Option Ex 10,000 132.58 1,325,800
2025-07-21 Toczydlowski Gregory C (EVP & President, Business Ins.) Sale 11,505 266.12 3,061,756
2025-05-29 Munson Paul E. (SVP & Corp. Controller) Sale 4,052 273.29 1,107,371
2025-05-29 Munson Paul E. (SVP & Corp. Controller) Option Ex 3,138 129.81 407,359
2025-05-29 Klenk Jeffrey P. (EVP & Pres., Bond & Spec. Ins.) Sale 15,180 272.86 4,141,938
2025-05-29 Klenk Jeffrey P. (EVP & Pres., Bond & Spec. Ins.) Option Ex 8,500 140.85 1,197,225
2025-05-29 Rowland David Donnay (EVP & Co-Chief Invest. Officer) Sale 12,069 274.01 3,307,002
2025-05-29 Rowland David Donnay (EVP & Co-Chief Invest. Officer) Option Ex 12,069 129.81 1,566,737
2025-05-29 Lefebvre Mojgan M (EVP & Chief Tech & Ops Officer) Sale 6,148 273.71 1,682,769
2025-05-29 Frey Daniel S. (EVP & Chief Financial Officer) Sale 20,286 273.48 5,547,734
2025-05-29 Frey Daniel S. (EVP & Chief Financial Officer) Option Ex 20,286 132.58 2,689,517
2025-05-29 Kess Avrohom J. (Vice Chmn & Chief Legal Officer) Sale 23,434 273.99 6,420,681
2025-05-29 Kess Avrohom J. (Vice Chmn & Chief Legal Officer) Option Ex 93,513 120.60 11,277,667
2025-05-29 Klein Michael Frederick (EVP & President, Personal Ins.) Sale 9,044 273.98 2,477,866
2025-05-29 Klein Michael Frederick (EVP & President, Personal Ins.) Option Ex 9,044 126.18 1,141,171
2025-05-29 Schnitzer Alan D (Chairman and CEO) Sale 35,456 273.71 9,704,839
2025-05-29 Schnitzer Alan D (Chairman and CEO) Option Ex 162,927 140.85 22,948,267
2025-05-29 Olivo Maria (EVP, Strat Dev & Pres Intl) Sale 36,199 274.20 9,925,657
2025-05-29 Olivo Maria (EVP, Strat Dev & Pres Intl) Option Ex 36,199 106.03 3,838,179
2025-05-29 Heyman William H (Vice Chairman) Sale 2,000 274.50 549,000
2025-05-29 Heyman William H (Vice Chairman) Option Ex 2,000 139.83 279,660
2025-05-16 Bessette Andy F (EVP and Chief Admin Officer) Sale 5,000 272.76 1,363,800
2025-05-16 Bessette Andy F (EVP and Chief Admin Officer) Option Ex 5,000 172.50 862,500
2025-05-08 Heyman William H (Vice Chairman) Sale 3,000 272.00 816,000
2025-05-08 Heyman William H (Vice Chairman) Option Ex 3,000 139.83 419,490
2025-05-07 Heyman William H (Vice Chairman) Sale 1,000 270.00 270,000
2025-05-07 Heyman William H (Vice Chairman) Option Ex 1,000 139.83 139,830
2025-02-26 Lefebvre Mojgan M (EVP & Chief Tech & Ops Officer) Sale 13,300 248.60 3,306,380
2025-02-26 Lefebvre Mojgan M (EVP & Chief Tech & Ops Officer) Option Ex 13,300 132.58 1,763,314
2024-11-29 Heyman William H (Vice Chairman) Sale 1,000 269.00 269,000
2024-11-29 Heyman William H (Vice Chairman) Option Ex 1,000 139.83 139,830
2024-11-27 Heyman William H (Vice Chairman) Sale 2,000 267.50 535,000
2024-11-27 Heyman William H (Vice Chairman) Option Ex 2,000 139.83 279,660
2024-11-26 Rowland David Donnay (EVP & Co-Chief Invest. Officer) Sale 4,000 263.44 1,053,776
2024-11-26 Rowland David Donnay (EVP & Co-Chief Invest. Officer) Option Ex 4,000 118.78 475,120
2024-11-11 Heyman William H (Vice Chairman) Sale 7,000 259.07 1,813,490
2024-11-11 Heyman William H (Vice Chairman) Option Ex 7,000 140.85 985,950
2024-11-08 Heyman William H (Vice Chairman) Sale 3,000 256.12 768,375
2024-11-08 Heyman William H (Vice Chairman) Option Ex 3,000 140.85 422,550
2024-10-28 Bessette Andy F (EVP and Chief Admin Officer) Sale 4,520 253.46 1,145,643
2024-10-28 Bessette Andy F (EVP and Chief Admin Officer) Option Ex 4,520 139.83 632,031
2024-10-24 Heyman William H (Vice Chairman) Sale 2,014 260.00 523,640
2024-10-24 Heyman William H (Vice Chairman) Option Ex 2,014 140.85 283,671
2024-10-23 Klein Michael Frederick (EVP & President, Personal Ins.) Sale 10,000 256.17 2,561,740
2024-10-23 Klein Michael Frederick (EVP & President, Personal Ins.) Option Ex 10,000 126.18 1,261,800
2024-10-22 Heyman William H (Vice Chairman) Sale 3,000 260.55 781,635
2024-10-22 Heyman William H (Vice Chairman) Option Ex 3,000 140.85 422,550
2024-10-21 Kurtzman Diane (EVP & Chief HR Officer) Sale 3,941 260.42 1,026,307
2024-10-21 Kurtzman Diane (EVP & Chief HR Officer) Option Ex 3,441 112.41 386,785
2024-10-21 Lefebvre Mojgan M (EVP & Chief Tech & Ops Officer) Sale 21,036 260.18 5,473,083
2024-10-21 Lefebvre Mojgan M (EVP & Chief Tech & Ops Officer) Option Ex 21,036 129.38 2,721,637
2024-10-21 Schnitzer Alan D (Chairman and CEO) Sale 50,524 262.19 13,247,039
2024-08-30 Heyman William H (Vice Chairman) Sale 2,000 227.75 455,500
2024-08-30 Heyman William H (Vice Chairman) Option Ex 2,000 140.85 281,700
2024-08-29 Olivo Maria (EVP, Strat Dev & Pres Intl) Sale 15,000 226.45 3,396,705
2024-08-29 Olivo Maria (EVP, Strat Dev & Pres Intl) Option Ex 15,000 106.04 1,590,600
2024-08-29 Heyman William H (Vice Chairman) Sale 2,000 226.75 453,500
2024-08-29 Heyman William H (Vice Chairman) Option Ex 2,000 140.85 281,700
2024-08-28 Heyman William H (Vice Chairman) Sale 3,000 225.62 676,875
2024-08-28 Heyman William H (Vice Chairman) Option Ex 3,000 140.85 422,550
2024-08-19 Heyman William H (Vice Chairman) Sale 1,005 219.00 220,095
2024-08-19 Heyman William H (Vice Chairman) Option Ex 1,005 140.85 141,554
2024-08-16 Bessette Andy F (EVP and Chief Admin Officer) Sale 5,000 217.21 1,086,025
2024-08-16 Bessette Andy F (EVP and Chief Admin Officer) Option Ex 5,000 139.83 699,150
2024-07-25 Klein Michael Frederick (EVP & President, Personal Ins.) Sale 10,000 211.44 2,114,370
2024-07-25 Klein Michael Frederick (EVP & President, Personal Ins.) Option Ex 10,000 126.18 1,261,800
2024-05-02 Toczydlowski Gregory C (EVP & President, Business Ins.) Sale 9,371 214.92 2,014,052
2024-05-01 Klenk Jeffrey P. (EVP & Pres., Bond & Spec. Ins.) Sale 3,635 213.68 776,726
2024-04-23 Klein Michael Frederick (EVP & President, Personal Ins.) Sale 10,000 214.68 2,146,750
2024-04-23 Klein Michael Frederick (EVP & President, Personal Ins.) Option Ex 10,000 126.18 1,261,800
2024-02-27 Rowland David Donnay (EVP & Co-Chief Invest. Officer) Sale 5,263 220.94 1,162,812
2024-02-22 Kurtzman Diane (EVP & Chief HR Officer) Sale 2,993 220.14 658,882
2024-02-22 Lefebvre Mojgan M (EVP & Chief Tech & Ops Officer) Sale 18,715 220.00 4,117,300
2024-02-22 Lefebvre Mojgan M (EVP & Chief Tech & Ops Officer) Option Ex 12,500 126.18 1,577,250
2024-02-22 Heyman William H (Vice Chairman) Sale 3,000 222.38 667,125
2024-02-22 Heyman William H (Vice Chairman) Option Ex 3,000 140.85 422,550
2024-02-21 Heyman William H (Vice Chairman) Sale 2,000 221.12 442,250
2024-02-21 Heyman William H (Vice Chairman) Option Ex 2,000 140.85 281,700
2024-02-20 Heyman William H (Vice Chairman) Sale 2,000 220.00 440,000
2024-02-20 Heyman William H (Vice Chairman) Option Ex 2,000 140.85 281,700
2024-02-15 Heyman William H (Vice Chairman) Sale 3,000 218.88 656,625
2024-02-15 Heyman William H (Vice Chairman) Option Ex 3,000 140.85 422,550
2024-02-14 Heyman William H (Vice Chairman) Sale 2,181 217.45 474,254
2024-02-14 Heyman William H (Vice Chairman) Option Ex 2,181 136.72 298,175
2024-02-13 Heyman William H (Vice Chairman) Sale 2,000 216.41 432,810
2024-02-13 Heyman William H (Vice Chairman) Option Ex 2,000 132.58 265,160
2024-02-12 Heyman William H (Vice Chairman) Sale 2,000 215.88 431,750
2024-02-12 Heyman William H (Vice Chairman) Option Ex 2,000 132.58 265,160
2024-02-09 Bessette Andy F (EVP and Chief Admin Officer) Sale 10,000 214.75 2,147,500
2024-02-09 Bessette Andy F (EVP and Chief Admin Officer) Option Ex 10,000 139.83 1,398,300
2024-02-08 Schnitzer Alan D (Chairman and CEO) Sale 44,896 212.62 9,545,967
2024-02-08 Schnitzer Alan D (Chairman and CEO) Option Ex 222,901 118.78 26,476,180
2024-02-06 Frey Daniel S. (EVP & Chief Financial Officer) Sale 38,000 212.55 8,076,976
2024-02-06 Frey Daniel S. (EVP & Chief Financial Officer) Option Ex 38,000 132.58 5,038,040
2024-02-02 Rowland David Donnay (EVP & Co-Chief Invest. Officer) Sale 10,181 214.00 2,178,754
2024-02-02 Rowland David Donnay (EVP & Co-Chief Invest. Officer) Option Ex 10,181 106.03 1,079,491
2024-02-02 Yin Daniel Tei-hwa (EVP & Co-Chief Invest. Officer) Sale 5,406 213.74 1,155,467
2024-02-02 Yin Daniel Tei-hwa (EVP & Co-Chief Invest. Officer) Option Ex 7,983 106.04 846,517
2024-02-02 Heyman William H (Vice Chairman) Sale 4,500 215.21 968,463
2024-02-02 Heyman William H (Vice Chairman) Option Ex 4,500 132.58 596,610
2024-01-31 Heyman William H (Vice Chairman) Sale 2,500 214.21 535,515
2024-01-31 Heyman William H (Vice Chairman) Option Ex 2,500 132.58 331,450
2024-01-30 Olivo Maria (EVP, Strat Dev & Pres Intl) Sale 10,553 212.93 2,247,008
2024-01-30 Olivo Maria (EVP, Strat Dev & Pres Intl) Option Ex 10,553 93.19 983,486
2024-01-30 Heyman William H (Vice Chairman) Sale 2,500 213.54 533,847
2024-01-30 Heyman William H (Vice Chairman) Option Ex 2,500 132.58 331,450
2024-01-26 Toczydlowski Gregory C (EVP & President, Business Ins.) Sale 45,591 211.67 9,650,201
2024-01-26 Toczydlowski Gregory C (EVP & President, Business Ins.) Option Ex 45,591 112.41 5,124,656
2024-01-25 Kurtzman Diane (EVP & Chief HR Officer) Sale 3,000 211.02 633,060
2024-01-25 Kurtzman Diane (EVP & Chief HR Officer) Option Ex 3,000 106.03 318,090
2024-01-24 Klenk Jeffrey P. (EVP & Pres., Bond & Spec. Ins.) Sale 17,149 212.54 3,644,882
2024-01-24 Klenk Jeffrey P. (EVP & Pres., Bond & Spec. Ins.) Option Ex 17,149 122.48 2,100,409
2024-01-23 Munson Paul E. (SVP & Corp. Controller) Sale 2,121 212.86 451,476
2024-01-23 Munson Paul E. (SVP & Corp. Controller) Option Ex 2,121 106.03 224,889
2024-01-23 Klein Michael Frederick (EVP & President, Personal Ins.) Sale 12,287 210.93 2,591,733
2024-01-23 Klein Michael Frederick (EVP & President, Personal Ins.) Option Ex 12,287 140.85 1,730,623
2024-01-23 Heyman William H (Vice Chairman) Sale 26,633 212.86 5,669,127
2024-01-23 Heyman William H (Vice Chairman) Option Ex 26,633 132.58 3,531,003
2023-11-30 Olivo Maria (EVP, Strat Dev & Pres Intl) Sale 7,000 179.92 1,259,454
2023-11-30 Olivo Maria (EVP, Strat Dev & Pres Intl) Option Ex 7,000 80.35 562,450
2023-11-27 Heyman William H (Vice Chairman) Sale 270 178.00 48,060
2023-11-27 Heyman William H (Vice Chairman) Option Ex 270 126.18 34,068
2023-11-03 Bessette Andy F (EVP and Chief Admin Officer) Sale 3,797 169.38 643,116
2023-07-24 Klein Michael Frederick (EVP & President, Personal Ins.) Sale 10,000 175.05 1,750,480
2023-07-24 Klein Michael Frederick (EVP & President, Personal Ins.) Option Ex 10,000 140.85 1,408,500
2023-05-10 Klein Michael Frederick (EVP & President, Personal Ins.) Sale 10,246 182.88 1,873,747
2023-05-10 Klein Michael Frederick (EVP & President, Personal Ins.) Option Ex 10,246 118.78 1,217,019
2023-04-25 Bessette Andy F (EVP and Chief Admin Officer) Sale 11,572 178.55 2,066,192
2023-04-25 Bessette Andy F (EVP and Chief Admin Officer) Option Ex 11,572 132.58 1,534,215
2023-04-21 Frey Daniel S. (EVP & Chief Financial Officer) Sale 37,316 179.13 6,684,377
2023-04-21 Frey Daniel S. (EVP & Chief Financial Officer) Option Ex 40,506 133.51 5,408,158
2023-02-23 Klenk Jeffrey P. (EVP & Pres., Bond & Spec. Ins.) Sale 2,132 185.15 394,731
2023-02-23 Lefebvre Mojgan M (EVP & Chief Tech & Ops Officer) Sale 5,374 183.49 986,075
2023-02-23 Toczydlowski Gregory C (EVP & President, Business Ins.) Sale 5,419 184.19 998,114
2023-02-14 Kurtzman Diane (EVP & Chief HR Officer) Sale 2,914 185.01 539,113
2023-02-14 Kurtzman Diane (EVP & Chief HR Officer) Option Ex 2,914 106.04 309,000
2023-02-10 Bessette Andy F (EVP and Chief Admin Officer) Sale 24,443 186.52 4,559,181
2023-02-10 Bessette Andy F (EVP and Chief Admin Officer) Option Ex 24,443 136.72 3,341,724
2023-02-09 Klein Michael Frederick (EVP & President, Personal Ins.) Sale 20,000 185.48 3,709,680
2023-02-09 Klein Michael Frederick (EVP & President, Personal Ins.) Option Ex 20,000 118.78 2,375,600
2023-02-08 Schnitzer Alan D (Chairman and CEO) Sale 150,829 188.76 28,470,632
2023-02-08 Schnitzer Alan D (Chairman and CEO) Option Ex 150,829 106.03 15,992,398
2023-01-26 Heyman William H (Vice Chairman) Sale 9,000 191.67 1,725,030
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Insider trading activities including stock purchases, stock sales, and option exercises of TRV listed in the above tables cannot be completely guaranteed as to their accuracy. For more insider trading information of Travelers Companies, Inc. (symbol TRV, CIK number 86312) see the Securities and Exchange Commission (SEC) website.



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