The Travelers Companies, Inc. (TRV) Insider Trading

Last 12 months

Insiders sold $113M and bought nothing on the open market.

None of the selling was scheduled in advance under a 10b5-1 plan. Chairman and CEO Alan D Schnitzer sold $16.4M on Feb 4, 17% of their stake, outside a plan. The last open-market buy by an executive or director was in Aug 2020.

Net open-market

−$113M

0 buys · 42 sales

Under a 10b5-1 plan

of the value sold

Insiders who bought / sold

0 / 14

executives and directors

Last open-market buy

Aug 2020

Aug 11, 2020

Get an email when TRV's executives or directors buy, or make a large sale outside a plan.

Trades · last 2 years

Date	Insider	Trade	Shares	Price	Value	Of their stake	Filing
Oct 21	Maria Olivo EVP, ERM & Chief Risk Officer	SoldNo plan	15,100	$398.44	$6.02M	13%	Form 4
Oct 20	Michael Frederick Klein EVP & President, Personal Ins.	SoldNo plan 2 parts	7,500	$392.79 average	$2.95M	14%	Form 4
Aug 28	Maria Olivo EVP, ERM & Chief Risk Officer	SoldNo plan	6,000	$369.86	$2.22M	4.8%	Form 4
Jul 24	Daniel Tei-Hwa Yin EVP & Co-Chief Invest. Officer	SoldNo plan	7,153	$387.00	$2.77M	9.4%	Form 4
Jul 24	Diane Kurtzman EVP & Chief HR Officer	SoldNo plan	4,164	$386.71	$1.61M	44%	Form 4
Jul 22	David Donnay Rowland EVP & Co-Chief Invest. Officer	SoldNo plan	5,000	$371.69	$1.86M	11%	Form 4
Jul 22	Paul E. Munson SVP & Corp. Controller	SoldNo plan	1,525	$369.91	$564k	67%	Form 4
Jul 22	Andy F Bessette EVP and Chief Admin Officer	SoldNo plan 2 parts	3,000	$368.12 average	$1.1M	12%	Form 4
Jul 21	Michael Frederick Klein EVP & President, Personal Ins.	SoldNo plan 2 parts	6,000	$366.09 average	$2.2M	11%	Form 4
Jul 21	Daniel S. Frey EVP & Chief Financial Officer	SoldNo plan 2 parts	14,037	$368.24 average	$5.17M	34%	Form 4
Jul 21	Mojgan M Lefebvre EVP & Chief Tech & Ops Officer	SoldNo plan 2 parts	16,313	$368.38 average	$6.01M	100%	Form 4
May 26	Michael Frederick Klein EVP & President, Personal Ins.	SoldNo plan 3 parts	10,000	$307.65 average	$3.08M	18%	Form 4
May 22	Andy F Bessette EVP and Chief Admin Officer	SoldNo plan	4,255	$308.11	$1.31M	14%	Form 4
Apr 28	Avrohom J. Kess Vice Chmn. & Chief Legal Off.	SoldNo plan	6,735	$308.78	$2.08M	12%	Form 4
Apr 28	William H Heyman Vice Chairman	SoldNo plan 2 parts	1,557	$310.64 average	$484k	0.6%	Form 4
Apr 20	Diane Kurtzman EVP & Chief HR Officer	SoldNo plan 2 parts	2,867	$303.45 average	$870k	35%	Form 4
Apr 20	Michael Frederick Klein EVP & President, Personal Ins.	SoldNo plan 2 parts	10,000	$303.77 average	$3.04M	18%	Form 4
Apr 20	Jeffrey P. Klenk EVP & Pres., Bond & Spec. Ins.	SoldNo plan	6,414	$305.06	$1.96M	51%	Form 4
Feb 26	David Donnay Rowland EVP & Co-Chief Invest. Officer	SoldNo plan	4,731	$308.52	$1.46M	11%	Form 4
Feb 26	Maria Olivo EVP, ERM & Chief Risk Officer	SoldNo plan	10,400	$306.60	$3.19M	7.7%	Form 4
Feb 25	Paul E. Munson SVP & Corp. Controller	SoldNo plan 2 parts	3,727	$306.04 average	$1.14M	84%	Form 4
Feb 20 – 23	William H Heyman Vice Chairman	SoldNo plan 4 parts	5,000	$306.75 average	$1.53M	1.9%	Form 4
Feb 20	Gregory C Toczydlowski EVP & President, Business Ins.	SoldNo plan	12,200	$299.76	$3.66M	39%	Form 4
Feb 20	Daniel S. Frey EVP & Chief Financial Officer	SoldNo plan	8,000	$299.50	$2.4M	23%	Form 4
Feb 20	Avrohom J. Kess Vice Chmn & Chief Legal Off	SoldNo plan	4,756	$300.44	$1.43M	8.6%	Form 4
Feb 19	Mojgan M Lefebvre EVP & Chief Tech & Ops Officer	SoldNo plan	5,827	$298.25	$1.74M	100%	Form 4
Feb 17	William H Heyman Vice Chairman	SoldNo plan	1,000	$300.00	$300k	0.4%	Form 4
Feb 17	Andy F Bessette EVP and Chief Admin Officer	SoldNo plan 3 parts	6,000	$297.66 average	$1.79M	19%	Form 4
Feb 6	Maria Olivo EVP, ERM & Chief Risk Officer	SoldNo plan	10,400	$300.75	$3.13M	8.1%	Form 4
Feb 6	Michael Frederick Klein EVP & President, Personal Ins.	SoldNo plan	10,000	$301.18	$3.01M	22%	Form 4
Feb 5 – 6	William H Heyman Vice Chairman	SoldNo plan 2 parts	6,000	$302.17 average	$1.81M	2.3%	Form 4
Feb 4	Alan D Schnitzer Chairman and CEO	SoldNo plan 3 parts	55,733	$294.70 average	$16.4M	17%	Form 4
Jan 23	Jeffrey P. Klenk EVP & Pres., Bond & Spec. Ins.	SoldNo plan	16,712	$279.77	$4.68M	73%	Form 4
Nov 26, 2025	Maria Olivo EVP, Strat Dev & Pres Intl	SoldNo plan	8,920	$295.73	$2.64M	7.0%	Form 4
Nov 25, 2025	William H Heyman Vice Chairman	SoldNo plan 3 parts	4,000	$294.51 average	$1.18M	1.5%	Form 4
Nov 24, 2025	Diane Kurtzman EVP & Chief HR Officer	SoldNo plan	4,805	$290.00	$1.39M	56%	Form 4
Nov 21, 2025	David Donnay Rowland EVP & Co-Chief Invest. Officer	SoldNo plan	5,000	$290.57	$1.45M	13%	Form 4
Nov 21, 2025	William H Heyman Vice Chairman	SoldNo plan 2 parts	2,000	$291.50 average	$583k	0.8%	Form 4
Nov 12, 2025 – Nov 13, 2025	William H Heyman Vice Chairman	SoldNo plan 4 parts	3,803	$288.47 average	$1.1M	1.4%	Form 4
Nov 7, 2025 – Nov 11, 2025	William H Heyman Vice Chairman	SoldNo plan 6 parts	7,000	$283.11 average	$1.98M	2.6%	Form 4

Oct 21No plan
Maria Olivo
EVP, ERM & Chief Risk Officer · sold 15,100 at $398.44
$6.02M
13% of stake
Oct 20No plan
Michael Frederick Klein
EVP & President, Personal Ins. · sold 7,500 at avg $392.79
$2.95M
14% of stake
Aug 28No plan
Maria Olivo
EVP, ERM & Chief Risk Officer · sold 6,000 at $369.86
$2.22M
4.8% of stake
Jul 24No plan
Daniel Tei-Hwa Yin
EVP & Co-Chief Invest. Officer · sold 7,153 at $387.00
$2.77M
9.4% of stake
Jul 24No plan
Diane Kurtzman
EVP & Chief HR Officer · sold 4,164 at $386.71
$1.61M
44% of stake
Jul 22No plan
David Donnay Rowland
EVP & Co-Chief Invest. Officer · sold 5,000 at $371.69
$1.86M
11% of stake
Jul 22No plan
Paul E. Munson
SVP & Corp. Controller · sold 1,525 at $369.91
$564k
67% of stake
Jul 22No plan
Andy F Bessette
EVP and Chief Admin Officer · sold 3,000 at avg $368.12
$1.1M
12% of stake
Jul 21No plan
Michael Frederick Klein
EVP & President, Personal Ins. · sold 6,000 at avg $366.09
$2.2M
11% of stake
Jul 21No plan
Daniel S. Frey
EVP & Chief Financial Officer · sold 14,037 at avg $368.24
$5.17M
34% of stake
Jul 21No plan
Mojgan M Lefebvre
EVP & Chief Tech & Ops Officer · sold 16,313 at avg $368.38
$6.01M
100% of stake
May 26No plan
Michael Frederick Klein
EVP & President, Personal Ins. · sold 10,000 at avg $307.65
$3.08M
18% of stake
May 22No plan
Andy F Bessette
EVP and Chief Admin Officer · sold 4,255 at $308.11
$1.31M
14% of stake
Apr 28No plan
Avrohom J. Kess
Vice Chmn. & Chief Legal Off. · sold 6,735 at $308.78
$2.08M
12% of stake
Apr 28No plan
William H Heyman
Vice Chairman · sold 1,557 at avg $310.64
$484k
0.6% of stake
Apr 20No plan
Diane Kurtzman
EVP & Chief HR Officer · sold 2,867 at avg $303.45
$870k
35% of stake
Apr 20No plan
Michael Frederick Klein
EVP & President, Personal Ins. · sold 10,000 at avg $303.77
$3.04M
18% of stake
Apr 20No plan
Jeffrey P. Klenk
EVP & Pres., Bond & Spec. Ins. · sold 6,414 at $305.06
$1.96M
51% of stake
Feb 26No plan
David Donnay Rowland
EVP & Co-Chief Invest. Officer · sold 4,731 at $308.52
$1.46M
11% of stake
Feb 26No plan
Maria Olivo
EVP, ERM & Chief Risk Officer · sold 10,400 at $306.60
$3.19M
7.7% of stake
Feb 25No plan
Paul E. Munson
SVP & Corp. Controller · sold 3,727 at avg $306.04
$1.14M
84% of stake
Feb 20 – 23No plan
William H Heyman
Vice Chairman · sold 5,000 at avg $306.75
$1.53M
1.9% of stake
Feb 20No plan
Gregory C Toczydlowski
EVP & President, Business Ins. · sold 12,200 at $299.76
$3.66M
39% of stake
Feb 20No plan
Daniel S. Frey
EVP & Chief Financial Officer · sold 8,000 at $299.50
$2.4M
23% of stake
Feb 20No plan
Avrohom J. Kess
Vice Chmn & Chief Legal Off · sold 4,756 at $300.44
$1.43M
8.6% of stake
Feb 19No plan
Mojgan M Lefebvre
EVP & Chief Tech & Ops Officer · sold 5,827 at $298.25
$1.74M
100% of stake
Feb 17No plan
William H Heyman
Vice Chairman · sold 1,000 at $300.00
$300k
0.4% of stake
Feb 17No plan
Andy F Bessette
EVP and Chief Admin Officer · sold 6,000 at avg $297.66
$1.79M
19% of stake
Feb 6No plan
Maria Olivo
EVP, ERM & Chief Risk Officer · sold 10,400 at $300.75
$3.13M
8.1% of stake
Feb 6No plan
Michael Frederick Klein
EVP & President, Personal Ins. · sold 10,000 at $301.18
$3.01M
22% of stake
Feb 5 – 6No plan
William H Heyman
Vice Chairman · sold 6,000 at avg $302.17
$1.81M
2.3% of stake
Feb 4No plan
Alan D Schnitzer
Chairman and CEO · sold 55,733 at avg $294.70
$16.4M
17% of stake
Jan 23No plan
Jeffrey P. Klenk
EVP & Pres., Bond & Spec. Ins. · sold 16,712 at $279.77
$4.68M
73% of stake
Nov 26, 2025No plan
Maria Olivo
EVP, Strat Dev & Pres Intl · sold 8,920 at $295.73
$2.64M
7.0% of stake
Nov 25, 2025No plan
William H Heyman
Vice Chairman · sold 4,000 at avg $294.51
$1.18M
1.5% of stake
Nov 24, 2025No plan
Diane Kurtzman
EVP & Chief HR Officer · sold 4,805 at $290.00
$1.39M
56% of stake
Nov 21, 2025No plan
David Donnay Rowland
EVP & Co-Chief Invest. Officer · sold 5,000 at $290.57
$1.45M
13% of stake
Nov 21, 2025No plan
William H Heyman
Vice Chairman · sold 2,000 at avg $291.50
$583k
0.8% of stake
Nov 12, 2025 – Nov 13, 2025No plan
William H Heyman
Vice Chairman · sold 3,803 at avg $288.47
$1.1M
1.4% of stake
Nov 7, 2025 – Nov 11, 2025No plan
William H Heyman
Vice Chairman · sold 7,000 at avg $283.11
$1.98M
2.6% of stake

How to read this. Insiders sell for many reasons: taxes, diversifying, a house. Open-market buys are rarer and say more. A 10b5-1 plan is a trading schedule set up months in advance, so those sales were not timed on news. Large holders (funds and 10% owners) are listed under Everything but not counted as insiders. If you own or watch TRV, we send a push when an executive buys or makes a large sale outside a plan.

Source: SEC Form 4 filings, filed within two business days of each trade and checked for new ones every hour.

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Spot a number that looks wrong? Check it in TRV's SEC filings or

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Data sourced from SEC EDGAR filings and third-party price providers. Scores, valuations, and metrics are algorithmic estimates. This is not investment advice. See our Terms and Methodology.

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