TRV

insider transactions

TRAVELERS COMPANIES, INC. — buys & sells by directors, officers and 10% owners (SEC Form 4).

30D 90D 1Y

Net shares · 90d

-35.1K

0 buy · 35.1K sell

Net value · 90d

-$10.7M

$0 in · $10.7M out

Sentiment · 90d

Net selling

0% buying · 100% selling

Open-market trades · 90d

0 buy · 35.1K sell

Net buy / sell volume

Tap or hover the chart for daily net volume. Green = net buying, red = net selling.

All transactions

Exercise·M
May 26, 26

Michael Frederick Klein KEY

EVP & President, Personal Ins.

$0

10.0K sh

Own New
Sell·S
May 26, 26

Michael Frederick Klein KEY

EVP & President, Personal Ins.

$469.1K

1.5K sh · $308.79

Own -3%
Sell·S
May 26, 26

Michael Frederick Klein KEY

EVP & President, Personal Ins.

$743.7K

2.4K sh · $308.33

Own -5%
Sell·S
May 26, 26

Michael Frederick Klein KEY

EVP & President, Personal Ins.

$1.9M

6.1K sh · $307.10

Own -11%
Exercise·M
May 26, 26

Michael Frederick Klein KEY

EVP & President, Personal Ins.

$1.3M

10.0K sh · $132.58

Own +22%
Exercise·M
May 22, 26

Andy F Bessette

EVP and Chief Admin Officer

$0

4.3K sh

Own New
Sell·S
May 22, 26

Andy F Bessette

EVP and Chief Admin Officer

$1.3M

4.3K sh · $308.11

Own -15%
Exercise·M
May 22, 26

Andy F Bessette

EVP and Chief Admin Officer

$804.2K

4.3K sh · $189.01

Own +18%
Exercise·M
Apr 28, 26

William H Heyman KEY

Vice Chairman

$0

1.6K sh

Own +24%
Sell·S
Apr 28, 26

William H Heyman KEY

Vice Chairman

$311.0K

1.0K sh · $311.00

Own -0%
Sell·S
Apr 28, 26

William H Heyman KEY

Vice Chairman

$172.7K

557 sh · $310.00

Own -0%
Exercise·M
Apr 28, 26

William H Heyman KEY

Vice Chairman

$294.3K

1.6K sh · $189.01

Own +1%
Other·G
Apr 23, 26

THOMSEN LAURIE J

Director

$0

631 sh

Own -1%
Exercise·M
Apr 20, 26

Diane Kurtzman

EVP & Chief HR Officer

$0

1.4K sh

Own +50%
Sell·S
Apr 20, 26

Diane Kurtzman

EVP & Chief HR Officer

$420.8K

1.4K sh · $303.42

Own -21%
Exercise·M
Apr 20, 26

Diane Kurtzman

EVP & Chief HR Officer

$183.9K

1.4K sh · $132.58

Own +26%
Sell·S
Apr 20, 26

Diane Kurtzman

EVP & Chief HR Officer

$449.1K

1.5K sh · $303.47

Own -22%
Sell·S
Apr 20, 26

Jeffrey P. Klenk

EVP & Pres., Bond & Spec. Ins.

$2.0M

6.4K sh · $305.06

Own -51%
Exercise·M
Apr 20, 26

Michael Frederick Klein KEY

EVP & President, Personal Ins.

$0

10.0K sh

Own New
Sell·S
Apr 20, 26

Michael Frederick Klein KEY

EVP & President, Personal Ins.

$995.3K

3.3K sh · $304.38

Own -7%
Sell·S
Apr 20, 26

Michael Frederick Klein KEY

EVP & President, Personal Ins.

$2.0M

6.7K sh · $303.47

Own -12%
Exercise·M
Apr 20, 26

Michael Frederick Klein KEY

EVP & President, Personal Ins.

$1.3M

10.0K sh · $132.58

Own +22%
Grant·A
Mar 31, 26

Elizabeth Robinson

Director

$43.7K

150 sh · $291.68

Own +1%
Grant·A
Mar 31, 26

Russell G. Golden

Director

$46.2K

159 sh · $291.68

Own +3%

Date▾	Insider	Role	Type	Shares	Own Δ	Price	Value
May 26, 2026	Michael Frederick Klein KEY	EVP & President, Personal Ins.	Exercise M	10.0K	New	—	$0
May 26, 2026	Michael Frederick Klein KEY	EVP & President, Personal Ins.	Sell S	1.5K	-3%	$308.79	$469.1K
May 26, 2026	Michael Frederick Klein KEY	EVP & President, Personal Ins.	Sell S	2.4K	-5%	$308.33	$743.7K
May 26, 2026	Michael Frederick Klein KEY	EVP & President, Personal Ins.	Sell S	6.1K	-11%	$307.10	$1.9M
May 26, 2026	Michael Frederick Klein KEY	EVP & President, Personal Ins.	Exercise M	10.0K	+22%	$132.58	$1.3M
May 22, 2026	Andy F Bessette	EVP and Chief Admin Officer	Exercise M	4.3K	New	—	$0
May 22, 2026	Andy F Bessette	EVP and Chief Admin Officer	Sell S	4.3K	-15%	$308.11	$1.3M
May 22, 2026	Andy F Bessette	EVP and Chief Admin Officer	Exercise M	4.3K	+18%	$189.01	$804.2K
Apr 28, 2026	William H Heyman KEY	Vice Chairman	Exercise M	1.6K	+24%	—	$0
Apr 28, 2026	William H Heyman KEY	Vice Chairman	Sell S	1.0K	-0%	$311.00	$311.0K
Apr 28, 2026	William H Heyman KEY	Vice Chairman	Sell S	557	-0%	$310.00	$172.7K
Apr 28, 2026	William H Heyman KEY	Vice Chairman	Exercise M	1.6K	+1%	$189.01	$294.3K
Apr 23, 2026	THOMSEN LAURIE J	Director	Other G	631	-1%	—	$0
Apr 20, 2026	Diane Kurtzman	EVP & Chief HR Officer	Exercise M	1.4K	+50%	—	$0
Apr 20, 2026	Diane Kurtzman	EVP & Chief HR Officer	Sell S	1.4K	-21%	$303.42	$420.8K
Apr 20, 2026	Diane Kurtzman	EVP & Chief HR Officer	Exercise M	1.4K	+26%	$132.58	$183.9K
Apr 20, 2026	Diane Kurtzman	EVP & Chief HR Officer	Sell S	1.5K	-22%	$303.47	$449.1K
Apr 20, 2026	Jeffrey P. Klenk	EVP & Pres., Bond & Spec. Ins.	Sell S	6.4K	-51%	$305.06	$2.0M
Apr 20, 2026	Michael Frederick Klein KEY	EVP & President, Personal Ins.	Exercise M	10.0K	New	—	$0
Apr 20, 2026	Michael Frederick Klein KEY	EVP & President, Personal Ins.	Sell S	3.3K	-7%	$304.38	$995.3K
Apr 20, 2026	Michael Frederick Klein KEY	EVP & President, Personal Ins.	Sell S	6.7K	-12%	$303.47	$2.0M
Apr 20, 2026	Michael Frederick Klein KEY	EVP & President, Personal Ins.	Exercise M	10.0K	+22%	$132.58	$1.3M
Mar 31, 2026	Elizabeth Robinson	Director	Grant A	150	+1%	$291.68	$43.7K
Mar 31, 2026	Russell G. Golden	Director	Grant A	159	+3%	$291.68	$46.2K

About TRV insider trading

This page tracks insider transactions for TRAVELERS COMPANIES, INC. (TRV) reported to the U.S. Securities and Exchange Commission on Form 4. Corporate insiders — directors, executive officers and beneficial owners of more than 10% of the stock — must disclose their trades within two business days. Open-market purchases (code P) and sales (code S) made at the insider's discretion are the most-watched opportunistic signals, while awards (A), option exercises (M) and tax-withholding (F) reflect compensation rather than conviction. Trades marked 10b5-1 were made under a pre-arranged plan and are considered routine. A cluster buy — several insiders buying within a short window — is historically a stronger bullish indicator than any single trade.