Massivemarkets

SEC Form 4

Trupanion, Inc. (TRUP) insider trading

In the 12 months to Oct 23, 2026, 5 TRUP insiders reported open-market sales of $2.9M across 24 filings; no open-market purchases were filed.

Latest filing · Last 12 months · Source: SEC EDGAR · How we count

Open-market sales
$2.9M
24 filings · 5 insiders
Open-market purchases
$0
0 filings
Pre-arranged sales (10b5-1)
14 of 24
$1.8M of $2.9M sold (61%)

Who traded TRUP, and when

  • Sale
  • Sale, pre-arranged (10b5-1)

TRUP daily close from Oct 23, 2025 to Oct 23, 2026, between $21.46 and $43.84, last $29.65. 24 sale and 0 purchase filings by 5 insiders, marked at their filing dates. Margaret Tooth, CEO: sold $1.2M across 6 filings, first filed Oct 29, 2025, last Oct 13, 2026. Fawwad Qureshi, Chief Financial Officer: sold $734.3K across 5 filings, first filed Nov 26, 2025, last Aug 26, 2026. John R. Gallagher, Chief Operating Officer: sold $631.7K across 11 filings, first filed Dec 1, 2025, last Sep 30, 2026. Emily Dreyer, Chief Revenue Officer: sold $219.3K across 1 filing, first filed Mar 6, 2026, last Mar 6, 2026. Steve Weinrauch, EVP, North Am & Vet Strategy: sold $146.8K across 1 filing, first filed Jun 9, 2026, last Jun 9, 2026.

Largest mark · tap a row for others

Margaret Tooth · CEO

Sale $388,493

8,884 shares at $43.73 avg

Filed Oct 29, 2025 · traded Oct 27

Pre-arranged (10b5-1) · close on filing date $41.68

TRUP daily closelast $29.65

Margaret Tooth · CEO

$1.2M sold

Fawwad Qureshi · Chief Financial Officer

$734.3K sold

John R. Gallagher · Chief Operating Officer

$631.7K sold

Emily Dreyer · Chief Revenue Officer

$219.3K sold

Steve Weinrauch · EVP, North Am & Vet Strategy

$146.8K sold
One row per insider; marks sit at the SEC filing date, sized by dollar value.

Has Trupanion, Inc.'s CEO sold stock?

Yes. Margaret Tooth (CEO) sold 31,270 shares ($1.2M) between Oct 2025 and Oct 2026, all under a pre-arranged 10b5-1 plan.

Open-market trades

24 filings in the last 12 months
InsiderRoleSoldBoughtFilingsPre-arranged (10b5-1)Last filed
Margaret ToothCEO$1.2M—6100% of sales
Fawwad QureshiChief Financial Officer$734.3K—530% of sales
John R. GallagherChief Operating Officer$631.7K—1162% of sales
Emily DreyerChief Revenue Officer$219.3K—1—
Steve WeinrauchEVP, North Am & Vet Strategy$146.8K—1—
Other insider activity (not market trades) · 341 records
  • Option exercises185 records
  • Tax withholding152 records
  • Tax withholding (sold to cover)3 records
  • Other1 record

Reported on Form 4 but not purchases or sales in the market, so not counted in the totals above.

Build this yourself

This page joins two Massive endpoints: Form 4 filings and daily prices. Ask an agent to watch for new filings:

Agent prompt

Using the Massive API (massive.com/docs/llms.txt), check Form 4 filings for TRUP every day with transaction_code=P and tell me when an insider files an open-market purchase, with their role, shares, price and the filing link.

How to read this page

Open-market purchase or sale
A buy or sell of the company's stock at market price. Grants, option exercises, shares withheld for tax, gifts and employee stock plan purchases are listed separately and not counted.
Pre-arranged (10b5-1)
The insider marked the filing as made under a trading plan set up in advance (SEC Rule 10b5-1). The mark covers the whole filing, and an unmarked filing may still be under a plan.
Filing date
Insiders have two business days to report a trade. Totals and the chart use the filing date, when the trade became public.