Travelers Companies (The) insider activity
What the executives and directors of Travelers Companies (The) actually did with their own shares, decoded from their SEC Form 4 filings. Each figure says the stretch of time it covers.
−$171M
net open-market flow, 12 m
0 open-market buys, 12 m
0%
of sale value on 10b5-1 plans, 12 m
2,278 days since an insider bought, whole record
The tape: three years of insider trades
Open-market buy
Discretionary sale
Planned sale (10b5-1)
Reported-price path
Routine
Every marker sits at the price reported on the Form 4. The line is the monthly median of all prices insiders reported, so the chart needs no market feed; the grey strip is the routine flow (grants, vestings, tax withholding and gifts) that a headline gets wrong by counting it as selling.
The 199 routine events on the chart, as a list
| Date | Insider | Shares |
|---|---|---|
| Oct 28, 2026 | BESSETTE ANDY F | 25 |
| Oct 27, 2026 | Lefebvre Mojgan M | 11K |
| Oct 22, 2026 | Toczydlowski Gregory C | 35K |
| Oct 22, 2026 | Rowland David Donnay | 5,000 |
| Oct 22, 2026 | Klenk Jeffrey P. | 9,016 |
| Oct 21, 2026 | Schnitzer Alan D | 508K |
| Oct 20, 2026 | Klein Michael Frederick | 7,500 |
| Sep 30, 2026 | Jabbour Anthony M | 65 |
| Sep 30, 2026 | Robinson Elizabeth | 123 |
| Sep 30, 2026 | Golden Russell G. | 130 |
| Aug 14, 2026 | Jabbour Anthony M | 446 |
| Jul 24, 2026 | Kurtzman Diane | 4,164 |
| Jul 24, 2026 | Yin Daniel Tei-Hwa | 7,153 |
| Jul 22, 2026 | Rowland David Donnay | 5,000 |
| Jul 22, 2026 | Munson Paul E. | 1,525 |
| Jul 21, 2026 | Klein Michael Frederick | 6,000 |
| Jul 21, 2026 | Frey Daniel S. | 14K |
| Jul 21, 2026 | Lefebvre Mojgan M | 16K |
| Jun 30, 2026 | Robinson Elizabeth | 133 |
| Jun 30, 2026 | Golden Russell G. | 140 |
| May 26, 2026 | Klein Michael Frederick | 10K |
| May 22, 2026 | BESSETTE ANDY F | 4,255 |
| Apr 30, 2026 | Kess Avrohom J. | 50K |
| Apr 28, 2026 | HEYMAN WILLIAM H | 1,557 |
| Apr 23, 2026 | THOMSEN LAURIE J | 631 |
| Apr 20, 2026 | Klein Michael Frederick | 10K |
| Apr 20, 2026 | Kess Avrohom J. | 2,125 |
| Apr 20, 2026 | Kurtzman Diane | 1,387 |
| Mar 31, 2026 | Robinson Elizabeth | 150 |
| Mar 31, 2026 | Golden Russell G. | 159 |
| Feb 26, 2026 | OLIVO MARIA | 10K |
| Feb 26, 2026 | Rowland David Donnay | 4,731 |
| Feb 25, 2026 | Munson Paul E. | 2,800 |
| Feb 23, 2026 | HEYMAN WILLIAM H | 4,000 |
| Feb 20, 2026 | HEYMAN WILLIAM H | 18K |
| Feb 20, 2026 | Kess Avrohom J. | 65K |
| Feb 20, 2026 | Yin Daniel Tei-Hwa | 28K |
| Feb 18, 2026 | BESSETTE ANDY F | 18K |
| Feb 18, 2026 | OLIVO MARIA | 21K |
| Feb 18, 2026 | Schnitzer Alan D | 149K |
| Feb 18, 2026 | Toczydlowski Gregory C | 33K |
| Feb 18, 2026 | Klein Michael Frederick | 32K |
| Feb 18, 2026 | Frey Daniel S. | 24K |
| Feb 18, 2026 | Lefebvre Mojgan M | 18K |
| Feb 18, 2026 | Kurtzman Diane | 9,134 |
| Feb 18, 2026 | Rowland David Donnay | 13K |
| Feb 18, 2026 | Klenk Jeffrey P. | 18K |
| Feb 18, 2026 | Munson Paul E. | 1,756 |
| Feb 6, 2026 | HEYMAN WILLIAM H | 6,000 |
| Feb 6, 2026 | OLIVO MARIA | 10K |
| Feb 6, 2026 | Klein Michael Frederick | 10K |
| Feb 4, 2026 | Schnitzer Alan D | 377K |
| Feb 3, 2026 | OTIS CLARENCE JR | 729 |
| Feb 3, 2026 | SCHERMERHORN TODD C | 729 |
| Feb 3, 2026 | van Kralingen Bridget A | 729 |
| Feb 3, 2026 | Robinson Elizabeth | 729 |
| Feb 3, 2026 | LEONARDI THOMAS B | 729 |
| Feb 3, 2026 | Santana Rafael | 729 |
| Feb 3, 2026 | Golden Russell G. | 729 |
| Feb 3, 2026 | Williams David Scott | 729 |
Where the shares went, last 12 months
Every Form 4 movement decomposed: what flowed in (grants, vested equity, purchases) and what flowed out (tax withholding, plan sales, discretionary sales, gifts). Counted in shares, because grants carry no price.
The chart, in numbers
| Flow | Shares |
|---|---|
| Granted | 265K |
| Vested / exercised | 853K |
| Withheld for tax | 544K |
| Discretionary sales | 500K |
| Gifts | 5,118 |
| Kept | 69K |
Skin in the game
Directly held shares as reported after each trade, indexed to 100 at the start of the window, up to five years back. Direct holdings only: trust and family-entity positions are per-entity in the filings and do not sum honestly, so this chart refuses to guess. The steps are the trades.
The chart, in numbers
| Insider | Start of the window | Latest reported | Indexed, start = 100 |
|---|---|---|---|
| Schnitzer Alan D | 177K | 303K | 171 |
| HEYMAN WILLIAM H | 245K | 260K | 105.8 |
| OLIVO MARIA | 95K | 104K | 109 |
| Yin Daniel Tei-Hwa | 46K | 69K | 151 |
| THOMSEN LAURIE J | 55K | 62K | 112.3 |
Who holds what
the 14 largest holdings of 26| Insider | Role | Shares held | Buys 12 m | Sales 12 m | 12 m | Last trade |
|---|---|---|---|---|---|---|
| Schnitzer Alan D Chairman and CEO Last trade Oct 21, 2026 | CEO | 613K | – | $52M | net selling over the year: 0 months buying, 2 months selling | Oct 21, 2026 |
| HEYMAN WILLIAM H Vice Chairman Last trade Apr 28, 2026 | Officer | 261K | – | $9.0M | net selling over the year: 0 months buying, 3 months selling | Apr 28, 2026 |
| OLIVO MARIA EVP, ERM & Chief Risk Officer Last trade Oct 21, 2026 | Officer | 104K | – | $17M | net selling over the year: 0 months buying, 4 months selling | Oct 21, 2026 |
| Yin Daniel Tei-Hwa EVP & Co-Chief Invest. Officer Last trade Jul 24, 2026 | Officer | 76K | – | $2.8M | net selling over the year: 0 months buying, 1 month selling | Jul 24, 2026 |
| THOMSEN LAURIE J Last trade Nov 24, 2014 | Director | 62K | – | – | Nov 24, 2014 | |
| Toczydlowski Gregory C EVP & President, Business Ins. Last trade Oct 22, 2026 | Officer | 53K | – | $18M | net selling over the year: 0 months buying, 2 months selling | Oct 22, 2026 |
| DOLAN JANET M Last trade Jan 28, 2015 | Director | 53K | – | – | Jan 28, 2015 | |
| Klein Michael Frederick EVP & President, Personal Ins. Last trade Oct 20, 2026 | Officer | 53K | – | $14M | net selling over the year: 0 months buying, 5 months selling | Oct 20, 2026 |
| Kess Avrohom J. Vice Chmn. & Chief Legal Off. Last trade Apr 28, 2026 | Officer | 48K | – | $3.5M | net selling over the year: 0 months buying, 2 months selling | Apr 28, 2026 |
| Frey Daniel S. EVP & Chief Financial Officer Last trade Jul 21, 2026 | CFO | 39K | – | $15M | net selling over the year: 0 months buying, 3 months selling | Jul 21, 2026 |
| Rowland David Donnay EVP & Co-Chief Invest. Officer Last trade Oct 22, 2026 | Officer | 28K | – | $6.8M | net selling over the year: 0 months buying, 4 months selling | Oct 22, 2026 |
| Kane William J | Director | 23K | – | – | – | |
| BESSETTE ANDY F EVP and Chief Admin Officer Last trade Oct 28, 2026 | Officer | 18K | – | $5.4M | net selling over the year: 0 months buying, 4 months selling | Oct 28, 2026 |
| OTIS CLARENCE JR | Director | 17K | – | – | – |
Open-market trade log
the 60 most recent of 1,130| Date | Insider | Type | Shares | Price | Value | Since trade | Filed |
|---|---|---|---|---|---|---|---|
| Oct 28, 2026 | BESSETTE ANDY F (Officer) 3,000 shares $399.35 −0.3% since trade filed Oct 29, 2026 | Discretionary sale | 3,000 | $399.35 | $1.2M | −0.3% | Oct 29, 2026 |
| Oct 27, 2026 | Lefebvre Mojgan M (Officer) 11K shares $393.84 +1.1% since trade filed Oct 28, 2026 | Discretionary sale | 11K | $393.84 | $4.3M | +1.1% | Oct 28, 2026 |
| Oct 22, 2026 | Toczydlowski Gregory C (Officer) 2,100 shares $404.43 −1.5% since trade filed Oct 23, 2026 | Discretionary sale | 2,100 | $404.43 | $849K | −1.5% | Oct 23, 2026 |
| Oct 22, 2026 | Toczydlowski Gregory C (Officer) 33K shares $403.86 −1.4% since trade filed Oct 23, 2026 | Discretionary sale | 33K | $403.86 | $13M | −1.4% | Oct 23, 2026 |
| Oct 22, 2026 | Rowland David Donnay (Officer) 5,000 shares $405.62 −1.8% since trade filed Oct 23, 2026 | Discretionary sale | 5,000 | $405.62 | $2.0M | −1.8% | Oct 23, 2026 |
| Oct 22, 2026 | Klenk Jeffrey P. (Officer) 9,016 shares $405.57 −1.8% since trade filed Oct 23, 2026 | Discretionary sale | 9,016 | $405.57 | $3.7M | −1.8% | Oct 23, 2026 |
| Oct 21, 2026 | OLIVO MARIA (Officer) 15K shares $398.44 −0.1% since trade filed Oct 22, 2026 | Discretionary sale | 15K | $398.44 | $6.0M | −0.1% | Oct 22, 2026 |
| Oct 21, 2026 | Schnitzer Alan D (CEO) 2,992 shares $398.21 +0.0% since trade filed Oct 23, 2026 | Discretionary sale | 2,992 | $398.21 | $1.2M | +0.0% | Oct 23, 2026 |
| Oct 21, 2026 | Schnitzer Alan D (CEO) 12K shares $395.60 +0.7% since trade filed Oct 23, 2026 | Discretionary sale | 12K | $395.60 | $4.9M | +0.7% | Oct 23, 2026 |
| Oct 21, 2026 | Schnitzer Alan D (CEO) 13K shares $394.80 +0.9% since trade filed Oct 23, 2026 | Discretionary sale | 13K | $394.80 | $5.1M | +0.9% | Oct 23, 2026 |
| Oct 21, 2026 | Schnitzer Alan D (CEO) 16K shares $396.65 +0.4% since trade filed Oct 23, 2026 | Discretionary sale | 16K | $396.65 | $6.3M | +0.4% | Oct 23, 2026 |
| Oct 21, 2026 | Schnitzer Alan D (CEO) 45K shares $397.61 +0.2% since trade filed Oct 23, 2026 | Discretionary sale | 45K | $397.61 | $18M | +0.2% | Oct 23, 2026 |
| Oct 20, 2026 | Klein Michael Frederick (Officer) 1,359 shares $393.26 +1.3% since trade filed Oct 22, 2026 | Discretionary sale | 1,359 | $393.26 | $534K | +1.3% | Oct 22, 2026 |
| Oct 20, 2026 | Klein Michael Frederick (Officer) 6,141 shares $392.69 +1.4% since trade filed Oct 22, 2026 | Discretionary sale | 6,141 | $392.69 | $2.4M | +1.4% | Oct 22, 2026 |
| Aug 28, 2026 | OLIVO MARIA (Officer) 6,000 shares $369.86 +7.7% since trade filed Aug 31, 2026 | Discretionary sale | 6,000 | $369.86 | $2.2M | +7.7% | Aug 31, 2026 |
| Jul 24, 2026 | Kurtzman Diane (Officer) 4,164 shares $386.71 +3.0% since trade filed Jul 27, 2026 | Discretionary sale | 4,164 | $386.71 | $1.6M | +3.0% | Jul 27, 2026 |
| Jul 24, 2026 | Yin Daniel Tei-Hwa (Officer) 7,153 shares $387.00 +2.9% since trade filed Jul 27, 2026 | Discretionary sale | 7,153 | $387.00 | $2.8M | +2.9% | Jul 27, 2026 |
| Jul 22, 2026 | BESSETTE ANDY F (Officer) 100 shares $368.87 +8.0% since trade filed Jul 24, 2026 | Discretionary sale | 100 | $368.87 | $37K | +8.0% | Jul 24, 2026 |
| Jul 22, 2026 | BESSETTE ANDY F (Officer) 2,900 shares $368.09 +8.2% since trade filed Jul 24, 2026 | Discretionary sale | 2,900 | $368.09 | $1.1M | +8.2% | Jul 24, 2026 |
| Jul 22, 2026 | Rowland David Donnay (Officer) 5,000 shares $371.69 +7.1% since trade filed Jul 24, 2026 | Discretionary sale | 5,000 | $371.69 | $1.9M | +7.1% | Jul 24, 2026 |
| Jul 22, 2026 | Munson Paul E. (Officer) 1,525 shares $369.91 +7.7% since trade filed Jul 24, 2026 | Discretionary sale | 1,525 | $369.91 | $564K | +7.7% | Jul 24, 2026 |
| Jul 21, 2026 | Klein Michael Frederick (Officer) 125 shares $364.90 +9.1% since trade filed Jul 23, 2026 | Discretionary sale | 125 | $364.90 | $46K | +9.1% | Jul 23, 2026 |
| Jul 21, 2026 | Klein Michael Frederick (Officer) 5,875 shares $366.12 +8.8% since trade filed Jul 23, 2026 | Discretionary sale | 5,875 | $366.12 | $2.2M | +8.8% | Jul 23, 2026 |
| Jul 21, 2026 | Frey Daniel S. (CFO) 3,000 shares $368.53 +8.1% since trade filed Jul 23, 2026 | Discretionary sale | 3,000 | $368.53 | $1.1M | +8.1% | Jul 23, 2026 |
| Jul 21, 2026 | Frey Daniel S. (CFO) 11K shares $368.16 +8.2% since trade filed Jul 23, 2026 | Discretionary sale | 11K | $368.16 | $4.1M | +8.2% | Jul 23, 2026 |
| Jul 21, 2026 | Lefebvre Mojgan M (Officer) 7,100 shares $368.41 +8.1% since trade filed Jul 23, 2026 | Discretionary sale | 7,100 | $368.41 | $2.6M | +8.1% | Jul 23, 2026 |
| Jul 21, 2026 | Lefebvre Mojgan M (Officer) 9,213 shares $368.35 +8.1% since trade filed Jul 23, 2026 | Discretionary sale | 9,213 | $368.35 | $3.4M | +8.1% | Jul 23, 2026 |
| May 26, 2026 | Klein Michael Frederick (Officer) 1,519 shares $308.79 +29.0% since trade filed May 27, 2026 | Discretionary sale | 1,519 | $308.79 | $469K | +29.0% | May 27, 2026 |
| May 26, 2026 | Klein Michael Frederick (Officer) 2,412 shares $308.33 +29.2% since trade filed May 27, 2026 | Discretionary sale | 2,412 | $308.33 | $744K | +29.2% | May 27, 2026 |
| May 26, 2026 | Klein Michael Frederick (Officer) 6,069 shares $307.10 +29.7% since trade filed May 27, 2026 | Discretionary sale | 6,069 | $307.10 | $1.9M | +29.7% | May 27, 2026 |
| May 22, 2026 | BESSETTE ANDY F (Officer) 4,255 shares $308.11 +29.2% since trade filed May 26, 2026 | Discretionary sale | 4,255 | $308.11 | $1.3M | +29.2% | May 26, 2026 |
| Apr 28, 2026 | HEYMAN WILLIAM H (Officer) 557 shares $310.00 +28.5% since trade filed Apr 29, 2026 | Discretionary sale | 557 | $310.00 | $173K | +28.5% | Apr 29, 2026 |
| Apr 28, 2026 | HEYMAN WILLIAM H (Officer) 1,000 shares $311.00 +28.0% since trade filed Apr 29, 2026 | Discretionary sale | 1,000 | $311.00 | $311K | +28.0% | Apr 29, 2026 |
| Apr 28, 2026 | Kess Avrohom J. (Officer) 6,735 shares $308.78 +29.0% since trade filed Apr 29, 2026 | Discretionary sale | 6,735 | $308.78 | $2.1M | +29.0% | Apr 29, 2026 |
| Apr 20, 2026 | Klein Michael Frederick (Officer) 3,270 shares $304.38 +30.8% since trade filed Apr 21, 2026 | Discretionary sale | 3,270 | $304.38 | $995K | +30.8% | Apr 21, 2026 |
| Apr 20, 2026 | Klein Michael Frederick (Officer) 6,730 shares $303.47 +31.2% since trade filed Apr 21, 2026 | Discretionary sale | 6,730 | $303.47 | $2.0M | +31.2% | Apr 21, 2026 |
| Apr 20, 2026 | Kurtzman Diane (Officer) 1,387 shares $303.42 +31.2% since trade filed Apr 21, 2026 | Discretionary sale | 1,387 | $303.42 | $421K | +31.2% | Apr 21, 2026 |
| Apr 20, 2026 | Kurtzman Diane (Officer) 1,480 shares $303.47 +31.2% since trade filed Apr 21, 2026 | Discretionary sale | 1,480 | $303.47 | $449K | +31.2% | Apr 21, 2026 |
| Apr 20, 2026 | Klenk Jeffrey P. (Officer) 6,414 shares $305.06 +30.5% since trade filed Apr 21, 2026 | Discretionary sale | 6,414 | $305.06 | $2.0M | +30.5% | Apr 21, 2026 |
| Feb 26, 2026 | OLIVO MARIA (Officer) 10K shares $306.60 +29.9% since trade filed Feb 27, 2026 | Discretionary sale | 10K | $306.60 | $3.2M | +29.9% | Feb 27, 2026 |
| Feb 26, 2026 | Rowland David Donnay (Officer) 4,731 shares $308.52 +29.1% since trade filed Feb 27, 2026 | Discretionary sale | 4,731 | $308.52 | $1.5M | +29.1% | Feb 27, 2026 |
| Feb 25, 2026 | Munson Paul E. (Officer) 927 shares $306.04 +30.1% since trade filed Feb 26, 2026 | Discretionary sale | 927 | $306.04 | $284K | +30.1% | Feb 26, 2026 |
| Feb 25, 2026 | Munson Paul E. (Officer) 2,800 shares $306.04 +30.1% since trade filed Feb 26, 2026 | Discretionary sale | 2,800 | $306.04 | $857K | +30.1% | Feb 26, 2026 |
| Feb 23, 2026 | HEYMAN WILLIAM H (Officer) 1,000 shares $305.00 +30.6% since trade filed Feb 24, 2026 | Discretionary sale | 1,000 | $305.00 | $305K | +30.6% | Feb 24, 2026 |
| Feb 23, 2026 | HEYMAN WILLIAM H (Officer) 1,000 shares $309.00 +28.9% since trade filed Feb 24, 2026 | Discretionary sale | 1,000 | $309.00 | $309K | +28.9% | Feb 24, 2026 |
| Feb 23, 2026 | HEYMAN WILLIAM H (Officer) 2,000 shares $307.88 +29.3% since trade filed Feb 24, 2026 | Discretionary sale | 2,000 | $307.88 | $616K | +29.3% | Feb 24, 2026 |
| Feb 20, 2026 | HEYMAN WILLIAM H (Officer) 1,000 shares $304.00 +31.0% since trade filed Feb 24, 2026 | Discretionary sale | 1,000 | $304.00 | $304K | +31.0% | Feb 24, 2026 |
| Feb 20, 2026 | Toczydlowski Gregory C (Officer) 12K shares $299.76 +32.8% since trade filed Feb 23, 2026 | Discretionary sale | 12K | $299.76 | $3.7M | +32.8% | Feb 23, 2026 |
| Feb 20, 2026 | Kess Avrohom J. (Officer) 4,756 shares $300.44 +32.5% since trade filed Feb 23, 2026 | Discretionary sale | 4,756 | $300.44 | $1.4M | +32.5% | Feb 23, 2026 |
| Feb 20, 2026 | Frey Daniel S. (CFO) 8,000 shares $299.50 +33.0% since trade filed Feb 23, 2026 | Discretionary sale | 8,000 | $299.50 | $2.4M | +33.0% | Feb 23, 2026 |
| Feb 19, 2026 | Lefebvre Mojgan M (Officer) 5,827 shares $298.25 +33.5% since trade filed Feb 20, 2026 | Discretionary sale | 5,827 | $298.25 | $1.7M | +33.5% | Feb 20, 2026 |
| Feb 17, 2026 | BESSETTE ANDY F (Officer) 543 shares $299.03 +33.2% since trade filed Feb 19, 2026 | Discretionary sale | 543 | $299.03 | $162K | +33.2% | Feb 19, 2026 |
| Feb 17, 2026 | BESSETTE ANDY F (Officer) 1,443 shares $298.27 +33.5% since trade filed Feb 19, 2026 | Discretionary sale | 1,443 | $298.27 | $430K | +33.5% | Feb 19, 2026 |
| Feb 17, 2026 | BESSETTE ANDY F (Officer) 4,014 shares $297.25 +34.0% since trade filed Feb 19, 2026 | Discretionary sale | 4,014 | $297.25 | $1.2M | +34.0% | Feb 19, 2026 |
| Feb 17, 2026 | HEYMAN WILLIAM H (Officer) 1,000 shares $300.00 +32.7% since trade filed Feb 19, 2026 | Discretionary sale | 1,000 | $300.00 | $300K | +32.7% | Feb 19, 2026 |
| Feb 6, 2026 | HEYMAN WILLIAM H (Officer) 1,000 shares $303.00 +31.4% since trade filed Feb 9, 2026 | Discretionary sale | 1,000 | $303.00 | $303K | +31.4% | Feb 9, 2026 |
| Feb 6, 2026 | OLIVO MARIA (Officer) 10K shares $300.75 +32.4% since trade filed Feb 9, 2026 | Discretionary sale | 10K | $300.75 | $3.1M | +32.4% | Feb 9, 2026 |
| Feb 6, 2026 | Klein Michael Frederick (Officer) 10K shares $301.18 +32.2% since trade filed Feb 9, 2026 | Discretionary sale | 10K | $301.18 | $3.0M | +32.2% | Feb 9, 2026 |
| Feb 5, 2026 | HEYMAN WILLIAM H (Officer) 5,000 shares $302.00 +31.9% since trade filed Feb 9, 2026 | Discretionary sale | 5,000 | $302.00 | $1.5M | +31.9% | Feb 9, 2026 |
| Feb 4, 2026 | Schnitzer Alan D (CEO) 6,146 shares $295.82 +34.6% since trade filed Feb 5, 2026 | Discretionary sale | 6,146 | $295.82 | $1.8M | +34.6% | Feb 5, 2026 |
“Since trade” compares with the latest insider-implied price, not a market quote: these pages are built from filings alone. A role here is the one on that day's Form 4, so somebody promoted since appears under both titles.
Filing hygiene
273 Forms 4, 3 years
1 filed late
1 amendments
2.3 avg. days to file
How to read this
A Form 4 transaction code decides everything. P is an open-market purchase and S an open-market sale; those two are the only codes where an insider chose to trade. A is a grant, M an option exercise or vesting, F shares withheld to cover tax, G a gift. Most “insiders dumped billions” headlines are code F and M mechanics.
Sales flagged 10b5-1 run on a plan the insider adopted in advance; since 2023 every Form 4 carries that flag. Buys have historically predicted returns, sales mostly have not, and this page states filings, not advice.