SEC Form 4Coverage since Aug 22, 2025Open-market trades only
$TRV insider trading
Over the last 12 months, Travelers Companies insiders reported no purchases and 45 sales totaling $165.6M across SEC Form 4 filings.
- Bought · 12m
- — 0 events
- Sold · 12m
- $165.6M 45 events
- Events · 12m
- 45 Form 4 filings, grouped
- Insiders · 12m
- 14 distinct reporters
- 10b5-1 share
- 0% of events, not dollars
Side
Price · $TRV · 3Mvia TradingView
Top insiders · 12m
HEYMAN WILLIAM HVice Chairman6× · $5.9M
Klein Michael FrederickEVP & President, Personal Ins.5× · $13.1M
OLIVO MARIAEVP, ERM & Chief Risk Officer5× · $20.7M
BESSETTE ANDY FEVP and Chief Admin Officer4× · $5.4M
Rowland David DonnayEVP & Co-Chief Invest. Officer4× · $6.8M
All insider trades
50 of 51 events
Scroll the table sideways for price, value and marks.
| Date | Insider | Type | Decision | Shares | Avg price | Value | Δ stake | Marks |
|---|---|---|---|---|---|---|---|---|
| Nov 4, 2026 | OLIVO MARIAEVP, ERM & Chief Risk Officer · O | ▼ Sale | Discretionaryopen market | 15,000 | $407 | $6.1M | -14.5% | — |
| Oct 28, 2026 | BESSETTE ANDY FEVP and Chief Admin Officer · O | ▼ Sale | Discretionaryopen market | 2,999.709 | $399.35 | $1.2M | -14.1% | — |
| Oct 27, 2026 | Lefebvre Mojgan MEVP & Chief Tech & Ops Officer · O | ▼ Sale | Discretionaryexercise and sell | 11,000 | $393.84 | $4.3M | -100% | — |
| Oct 22, 2026 | Toczydlowski Gregory CEVP & President, Business Ins. · O | ▼ Sale | Discretionaryexercise and sell | 34,771 | $403.89 | $14.0M | -65.4% | 2 tranches |
| Oct 22, 2026 | Rowland David DonnayEVP & Co-Chief Invest. Officer · O | ▼ Sale | Discretionaryexercise and sell | 5,000 | $405.62 | $2.0M | -32.3% | — |
| Oct 22, 2026 | Klenk Jeffrey P.EVP & Pres., Bond & Spec. Ins. · O | ▼ Sale | Discretionaryexercise and sell | 9,016 | $405.57 | $3.7M | -59.7% | — |
| Oct 21, 2026 | Schnitzer Alan DChairman and CEO · O·D | ▼ Sale | Discretionaryexercise and sell | 88,900 | $396.77 | $35.3M | -22.7% | 5 tranches |
| Oct 21, 2026 | OLIVO MARIAEVP, ERM & Chief Risk Officer · O | ▼ Sale | Discretionaryopen market | 15,100 | $398.44 | $6.0M | -12.7% | — |
| Oct 20, 2026 | Klein Michael FrederickEVP & President, Personal Ins. · O | ▼ Sale | Discretionaryexercise and sell | 7,500 | $392.79 | $2.9M | -14.3% | 2 tranches |
| Aug 28, 2026 | OLIVO MARIAEVP, ERM & Chief Risk Officer · O | ▼ Sale | Discretionaryopen market | 6,000 | $369.86 | $2.2M | -4.8% | — |
| Jul 24, 2026 | Yin Daniel Tei-HwaEVP & Co-Chief Invest. Officer · O | ▼ Sale | Discretionaryexercise and sell | 7,153 | $387 | $2.8M | -9.4% | — |
| Jul 24, 2026 | Kurtzman DianeEVP & Chief HR Officer · O | ▼ Sale | Discretionaryexercise and sell | 4,164 | $386.71 | $1.6M | -44% | — |
| Jul 22, 2026 | Rowland David DonnayEVP & Co-Chief Invest. Officer · O | ▼ Sale | Discretionaryexercise and sell | 5,000 | $371.69 | $1.9M | -32.3% | — |
| Jul 22, 2026 | Munson Paul E.SVP & Corp. Controller · O | ▼ Sale | Discretionaryexercise and sell | 1,525 | $369.9 | $564K | -67.5% | — |
| Jul 22, 2026 | BESSETTE ANDY FEVP and Chief Admin Officer · O | ▼ Sale | Discretionaryopen market | 3,000 | $368.11 | $1.1M | -12.4% | 2 tranches |
| Jul 21, 2026 | Klein Michael FrederickEVP & President, Personal Ins. · O | ▼ Sale | Discretionaryexercise and sell | 6,000 | $366.09 | $2.2M | -11.7% | 2 tranches |
| Jul 21, 2026 | Frey Daniel S.EVP & Chief Financial Officer · O | ▼ Sale | Discretionaryexercise and sell | 14,037 | $368.24 | $5.2M | -33.8% | 2 tranches |
| Jul 21, 2026 | Lefebvre Mojgan MEVP & Chief Tech & Ops Officer · O | ▼ Sale | Discretionaryexercise and sell | 16,313 | $368.38 | $6.0M | -100% | 2 tranches |
| May 26, 2026 | Klein Michael FrederickEVP & President, Personal Ins. · O | ▼ Sale | Discretionaryexercise and sell | 6,069 | $307.1 | $1.9M | -11% | — |
| May 22, 2026 | BESSETTE ANDY FEVP and Chief Admin Officer · O | ▼ Sale | Discretionaryexercise and sell | 4,255 | $308.11 | $1.3M | -14.9% | — |
| Apr 28, 2026 | Kess Avrohom J.Vice Chmn. & Chief Legal Off. · O | ▼ Sale | Discretionaryexercise and sell | 6,735 | $308.78 | $2.1M | -12.1% | — |
| Apr 28, 2026 | HEYMAN WILLIAM HVice Chairman · O | ▼ Sale | Discretionaryexercise and sell | 1,557 | $310.64 | $484K | -0.6% | 2 tranches |
| Apr 20, 2026 | Kurtzman DianeEVP & Chief HR Officer · O | ▼ Sale | Discretionaryopen market | 2,867 | $303.45 | $870K | -35.1% | 2 tranches |
| Apr 20, 2026 | Klein Michael FrederickEVP & President, Personal Ins. · O | ▼ Sale | Discretionaryexercise and sell | 10,000 | $303.77 | $3.0M | -18.1% | 2 tranches |
| Apr 20, 2026 | Klenk Jeffrey P.EVP & Pres., Bond & Spec. Ins. · O | ▼ Sale | Discretionaryopen market | 6,413.654 | $305.06 | $2.0M | -51.4% | — |
| Feb 26, 2026 | Rowland David DonnayEVP & Co-Chief Invest. Officer · O | ▼ Sale | Discretionaryexercise and sell | 4,731 | $308.52 | $1.5M | -31.1% | — |
| Feb 26, 2026 | OLIVO MARIAEVP, ERM & Chief Risk Officer · O | ▼ Sale | Discretionaryexercise and sell | 10,400 | $306.6 | $3.2M | -7.7% | — |
| Feb 25, 2026 | Munson Paul E.SVP & Corp. Controller · O | ▼ Sale | Discretionaryopen market | 3,727 | $306.04 | $1.1M | -83.5% | 2 tranches |
| Feb 23, 2026 | HEYMAN WILLIAM HVice Chairman · O | ▼ Sale | Discretionaryexercise and sell | 5,000 | $306.75 | $1.5M | -1.9% | 4 tranches |
| Feb 20, 2026 | Toczydlowski Gregory CEVP & President, Business Ins. · O | ▼ Sale | Discretionaryopen market | 12,199.69 | $299.76 | $3.7M | -39.8% | — |
| Feb 20, 2026 | Frey Daniel S.EVP & Chief Financial Officer · O | ▼ Sale | Discretionaryopen market | 8,000 | $299.5 | $2.4M | -22.5% | — |
| Feb 20, 2026 | Kess Avrohom J.Vice Chmn & Chief Legal Off · O | ▼ Sale | Discretionaryexercise and sell | 4,756 | $300.44 | $1.4M | -8.6% | — |
| Feb 19, 2026 | Lefebvre Mojgan MEVP & Chief Tech & Ops Officer · O | ▼ Sale | Discretionarysold all vested | 5,826.654 | $298.25 | $1.7M | -100% | — |
| Feb 17, 2026 | HEYMAN WILLIAM HVice Chairman · O | ▼ Sale | Discretionaryexercise and sell | 1,000 | $300 | $300K | -0.4% | — |
| Feb 17, 2026 | BESSETTE ANDY FEVP and Chief Admin Officer · O | ▼ Sale | Discretionaryexercise and sell | 6,000 | $297.65 | $1.8M | -23.2% | 3 tranches |
| Feb 6, 2026 | OLIVO MARIAEVP, ERM & Chief Risk Officer · O | ▼ Sale | Discretionaryexercise and sell | 10,400 | $300.75 | $3.1M | -8.1% | — |
| Feb 6, 2026 | Klein Michael FrederickEVP & President, Personal Ins. · O | ▼ Sale | Discretionaryexercise and sell | 10,000 | $301.18 | $3.0M | -22.9% | — |
| Feb 6, 2026 | HEYMAN WILLIAM HVice Chairman · O | ▼ Sale | Discretionaryexercise and sell | 6,000 | $302.17 | $1.8M | -2.3% | 2 tranches |
| Feb 4, 2026 | Schnitzer Alan DChairman and CEO · O·D | ▼ Sale | Discretionaryexercise and sell | 55,733 | $294.7 | $16.4M | -17.6% | 3 tranches |
| Jan 23, 2026 | Klenk Jeffrey P.EVP & Pres., Bond & Spec. Ins. · O | ▼ Sale | Discretionaryexercise and sell | 16,712 | $279.77 | $4.7M | -73.3% | — |
| Nov 26, 2025 | OLIVO MARIAEVP, Strat Dev & Pres Intl · O | ▼ Sale | Discretionaryexercise and sell | 8,920 | $295.73 | $2.6M | -7.1% | — |
| Nov 25, 2025 | HEYMAN WILLIAM HVice Chairman · O | ▼ Sale | Discretionaryexercise and sell | 4,000 | $294.5 | $1.2M | -1.5% | 3 tranches |
| Nov 24, 2025 | Kurtzman DianeEVP & Chief HR Officer · O | ▼ Sale | Discretionaryexercise and sell | 4,805 | $290 | $1.4M | -55.7% | — |
| Nov 21, 2025 | Rowland David DonnayEVP & Co-Chief Invest. Officer · O | ▼ Sale | Discretionaryexercise and sell | 5,000 | $290.57 | $1.5M | -22.2% | — |
| Nov 21, 2025 | HEYMAN WILLIAM HVice Chairman · O | ▼ Sale | Discretionaryexercise and sell | 2,000 | $291.5 | $583K | -0.8% | 2 tranches |
| Nov 13, 2025 | HEYMAN WILLIAM HVice Chairman · O | ▼ Sale | Discretionaryexercise and sell | 3,803 | $288.47 | $1.1M | -1.5% | 4 tranches |
| Nov 11, 2025 | HEYMAN WILLIAM HVice Chairman · O | ▼ Sale | Discretionaryexercise and sell | 7,000 | $283.11 | $2.0M | -2.7% | 6 tranches |
| Nov 6, 2025 | Frey Daniel S.EVP & Chief Financial Officer · O | ▼ Sale | Discretionaryexercise and sell | 25,000 | $278.25 | $7.0M | -48.1% | — |
| Oct 28, 2025 | Klein Michael FrederickEVP & President, Personal Ins. · O | ▼ Sale | Discretionaryexercise and sell | 8,572 | $270.73 | $2.3M | -20.3% | 2 tranches |
| Aug 22, 2025 | Lefebvre Mojgan MEVP & Chief Tech & Ops Officer · O | ▼ Sale | Discretionaryexercise and sell | 16,820 | $277.54 | $4.7M | -100% | — |
Every $TRV filing on this page is one API call away
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About Form 4
Corporate insiders — officers, directors and 10%+ owners — must report their trades to the SEC on Form 4 within two business days. This page shows open-market activity: purchases (code P), sales (S) and dispositions back to the issuer (D). Scheduled compensation events such as stock grants and option exercises are also filed on Form 4 but carry no trading signal, so they are not shown and counts here can be lower than the raw EDGAR filing total. We group each filing's transactions into one economic event (a laddered 10b5-1 sale is one event, not 25 rows), flag pre-arranged plans and late filings, and link every event to its AI-scored article in the $TRV feed.