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Company Analysis

TRV Insider Trading

TRAVELERS COMPANIES, INC. | Fire, Marine & Casualty Insurance

Comprehensive Trading Performance Summary

The investment history of corporate insiders at TRAVELERS COMPANIES, INC. provides a unique lens into the internal conviction of the company's leadership. By analyzing SEC Form 4 filings, investors can track how directors and officers are allocating their own capital. High-conviction buying often signals that management believes the current market price significantly undervalues future growth prospects, while strategic selling might occur for personal liquidity or portfolio diversification. Monitoring these shifts in ownership is essential for understanding the alignment between management and shareholders in the Fire, Marine & Casualty Insurance sector.

Transactions on Chart

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Filing Date Trade Date Reporting Person Relationship Type Price Qty Total, $ Owned After Change, %
2026-05-27 20:06 2026-05-26 Klein Michael Frederick Officer - EVP & President, Personal Ins. OPT+S $307.65 10,000 $3,076,546 45,125 0.0%
2026-05-26 20:07 2026-05-22 BESSETTE ANDY F Officer - EVP and Chief Admin Officer OPT+S $308.11 4,255 $1,311,008 24,284 0.0%
2026-04-29 20:12 2026-04-28 HEYMAN WILLIAM H Officer - Vice Chairman OPT+S $310.64 1,557 $483,670 259,590 0.0%
2026-04-29 20:15 2026-04-28 Kess Avrohom J. Officer - Vice Chmn. & Chief Legal Off. OPT+S $308.78 6,735 $2,079,640 48,737 0.0%
2026-04-21 20:13 2026-04-20 Klenk Jeffrey P. Officer - EVP & Pres., Bond & Spec. Ins. SELL $305.06 6,414 $1,956,549 6,075 -51.4%
2026-04-21 20:16 2026-04-20 Klein Michael Frederick Officer - EVP & President, Personal Ins. OPT+S $303.77 10,000 $3,037,691 45,125 0.0%
2026-04-21 20:17 2026-04-20 Kurtzman Diane Officer - EVP & Chief HR Officer OPT+S $303.45 2,867 $869,980 5,298 0.0%
2026-02-28 00:12 2026-02-26 Rowland David Donnay Officer - EVP & Co-Chief Invest. Officer OPT+S $308.52 4,731 $1,459,604 10,479 0.0%
2026-02-28 00:10 2026-02-26 OLIVO MARIA Officer - EVP, ERM & Chief Risk Officer OPT+S $306.60 10,400 $3,188,588 124,742 0.0%
2026-02-27 00:05 2026-02-25 Munson Paul E. Officer - SVP & Corp. Controller OPT+S $306.04 3,727 $1,140,611 735 0.0%
2026-02-25 00:24 2026-02-20 HEYMAN WILLIAM H Officer - Vice Chairman OPT+S $306.75 5,000 $1,533,755 259,590 0.0%
2026-02-24 00:08 2026-02-20 Frey Daniel S. Officer - EVP & Chief Financial Officer SELL $299.50 8,000 $2,395,960 27,535 -22.5%
2026-02-24 00:05 2026-02-20 Kess Avrohom J. Officer - Vice Chmn & Chief Legal Off OPT+S $300.44 4,756 $1,428,901 50,862 0.0%
2026-02-24 00:10 2026-02-20 Toczydlowski Gregory C Officer - EVP & President, Business Ins. SELL $299.76 12,200 $3,656,984 18,416 -39.8%
2026-02-21 00:04 2026-02-19 Lefebvre Mojgan M Officer - EVP & Chief Tech & Ops Officer SELL $298.25 5,827 $1,737,815 0 -100.0%
2026-02-20 00:12 2026-02-17 HEYMAN WILLIAM H Officer - Vice Chairman OPT+S $300.00 1,000 $300,000 255,086 0.0%
2026-02-20 00:07 2026-02-17 BESSETTE ANDY F Officer - EVP and Chief Admin Officer OPT+S $297.65 6,000 $1,785,925 19,875 0.0%
2026-02-10 00:25 2026-02-06 Klein Michael Frederick Officer - EVP & President, Personal Ins. OPT+S $301.18 10,000 $3,011,783 33,638 0.0%
2026-02-10 00:28 2026-02-06 OLIVO MARIA Officer - EVP, ERM & Chief Risk Officer OPT+S $300.75 10,400 $3,127,832 117,596 0.0%
2026-02-10 00:23 2026-02-05 HEYMAN WILLIAM H Officer - Vice Chairman OPT+S $302.17 6,000 $1,813,000 255,086 0.0%
2026-02-06 00:21 2026-02-04 Schnitzer Alan D Director, Officer - Chairman and CEO OPT+S $294.70 55,733 $16,424,515 260,329 0.0%
2026-01-27 00:25 2026-01-23 Klenk Jeffrey P. Officer - EVP & Pres., Bond & Spec. Ins. OPT+S $279.77 16,712 $4,675,593 6,075 0.0%
2025-12-02 00:34 2025-11-26 OLIVO MARIA Officer - EVP, Strat Dev & Pres Intl OPT+S $295.73 8,920 $2,637,912 117,596 0.0%
2025-11-27 00:04 2025-11-25 HEYMAN WILLIAM H Officer - Vice Chairman OPT+S $294.50 4,000 $1,178,010 255,086 0.0%
2025-11-26 00:01 2025-11-24 Kurtzman Diane Officer - EVP & Chief HR Officer OPT+S $290.00 4,805 $1,393,450 3,819 0.0%
2025-11-25 00:10 2025-11-21 Rowland David Donnay Officer - EVP & Co-Chief Invest. Officer OPT+S $290.57 5,000 $1,452,849 17,562 0.0%
2025-11-25 00:04 2025-11-21 HEYMAN WILLIAM H Officer - Vice Chairman OPT+S $291.50 2,000 $583,000 255,086 0.0%
2025-11-15 00:06 2025-11-12 HEYMAN WILLIAM H Officer - Vice Chairman OPT+S $288.47 3,803 $1,097,067 255,086 0.0%
2025-11-13 00:07 2025-11-07 HEYMAN WILLIAM H Officer - Vice Chairman OPT+S $283.11 7,000 $1,981,780 255,086 0.0%
2025-11-08 00:03 2025-11-06 Frey Daniel S. Officer - EVP & Chief Financial Officer OPT+S $278.25 25,000 $6,956,255 26,932 0.0%
2025-10-29 23:07 2025-10-28 Klein Michael Frederick Officer - EVP & President, Personal Ins. OPT+S $270.73 8,572 $2,320,728 33,638 0.0%
2025-08-26 23:08 2025-08-22 Lefebvre Mojgan M Officer - EVP & Chief Tech & Ops Officer OPT+S $277.54 16,820 $4,668,300 0 0.0%
2025-08-26 23:05 2025-08-22 HEYMAN WILLIAM H Officer - Vice Chairman OPT+S $278.50 2,000 $557,000 255,086 0.0%
2025-08-08 23:05 2025-08-07 BESSETTE ANDY F Officer - EVP and Chief Admin Officer OPT+S $264.90 7,742 $2,050,856 20,692 0.0%
2025-08-05 23:06 2025-08-04 Klein Michael Frederick Officer - EVP & President, Personal Ins. OPT+S $261.99 10,000 $2,619,855 33,638 0.0%
2025-07-22 23:05 2025-07-21 Toczydlowski Gregory C Officer - EVP & President, Business Ins. SELL $266.12 11,505 $3,061,752 18,416 -38.5%
2025-06-02 23:05 2025-05-30 HEYMAN WILLIAM H Officer - Vice Chairman OPT+S $276.50 2,000 $553,000 255,086 0.0%
2025-05-30 23:19 2025-05-29 Munson Paul E. Officer - SVP & Corp. Controller OPT+S $273.29 4,052 $1,107,371 735 0.0%
2025-05-30 23:20 2025-05-29 Klenk Jeffrey P. Officer - EVP & Pres., Bond & Spec. Ins. OPT+S $272.87 15,180 $4,142,183 6,075 0.0%
2025-05-31 00:08 2025-05-29 Rowland David Donnay Officer - EVP & Co-Chief Invest. Officer OPT+S $274.01 12,069 $3,307,004 11,731 0.0%
2025-05-30 23:06 2025-05-29 Kurtzman Diane Officer - EVP & Chief HR Officer OPT+S $273.02 3,980 $1,086,600 3,819 0.0%
2025-05-30 23:58 2025-05-29 Lefebvre Mojgan M Officer - EVP & Chief Tech & Ops Officer SELL $273.71 6,149 $1,682,954 0 -100.0%
2025-05-30 23:07 2025-05-29 Frey Daniel S. Officer - EVP & Chief Financial Officer OPT+S $273.48 20,286 $5,547,740 26,932 0.0%
2025-05-31 00:18 2025-05-29 Kess Avrohom J. Officer - Vice Chmn & Chief Legal Off OPT+S $273.93 23,434 $6,419,365 48,387 0.0%
2025-05-30 23:16 2025-05-29 Klein Michael Frederick Officer - EVP & President, Personal Ins. OPT+S $274.17 9,044 $2,479,576 33,638 0.0%
2025-05-31 00:04 2025-05-29 Schnitzer Alan D Director, Officer - Chairman and CEO OPT+S $273.78 35,456 $9,707,112 262,329 0.0%
2025-05-30 23:12 2025-05-29 OLIVO MARIA Officer - EVP, Strat Dev & Pres Intl OPT+S $274.20 36,199 $9,925,639 118,116 0.0%
2025-05-30 23:12 2025-05-29 HEYMAN WILLIAM H Officer - Vice Chairman OPT+S $274.50 2,000 $549,000 255,086 0.0%
2025-05-19 23:05 2025-05-16 BESSETTE ANDY F Officer - EVP and Chief Admin Officer OPT+S $272.76 5,000 $1,363,800 20,692 0.0%
2025-05-09 23:05 2025-05-07 HEYMAN WILLIAM H Officer - Vice Chairman OPT+S $271.50 4,000 $1,086,000 255,086 0.0%
SHOW ENTRIES

How to Interpret $TRV Trades

Not every insider transaction in TRAVELERS COMPANIES, INC. is a signal for immediate action. Professional investors look for "cluster buying"—when multiple executives simultaneously purchase $TRV shares on the open market. It is crucial to distinguish between scheduled sales (under Rule 10b5-1) and voluntary increases in ownership, which demonstrate management’s true conviction that the stock is undervalued.

Data Source & Accuracy for TRV

Insider activity data for TRAVELERS COMPANIES, INC. is streamed in real-time directly from the SEC EDGAR system. We analyze raw Form 4 filings, filtering out technical adjustments and complex derivative transactions. This provides a transparent view of how ownership structure is evolving in $TRV, allowing you to follow the capital of those with the most intimate knowledge of the company.

UNDERSTANDING THE DATA

FILING DATE: The date and time when the transaction was reported to the SEC. This is when the public first receives the information.

TRADE DATE: The actual day the insider executed the purchase or sale in the market.

INDUSTRY: The specific market sector the company operates in. Useful for identifying broader institutional capital flows across sectors.

OWNED AFTER: The total number of shares held by the insider following the transaction. This highlights the insider's remaining conviction in the company.

CHANGE %: The percentage increase or decrease of the insider's total position. Large percentage changes often carry more weight than the dollar amount alone.

TRADE TYPES DEFINITIONS

BUY: An open market purchase. Typically indicates an insider's belief that the stock is undervalued or poised for growth.

SELL: An open market sale. While often used for diversification or liquidity, large or unexpected sales can be a warning signal.

OPT+S (OPTION EXERCISE & SALE): This occurs when an insider exercises their stock options and sells them immediately. Often part of a structured compensation plan.