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
Margaret Tooth · CEO
CEO
$1.2M soldFawwad Qureshi · Chief Financial Officer
Chief Financial Officer
$734.3K soldJohn R. Gallagher · Chief Operating Officer
Chief Operating Officer
$631.7K soldEmily Dreyer · Chief Revenue Officer
Chief Revenue Officer
$219.3K soldSteve Weinrauch · EVP, North Am & Vet Strategy
EVP, North Am & Vet Strategy
$146.8K soldHas 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| Insider | Role | Sold | Bought | Filings | Pre-arranged (10b5-1) | Last filed |
|---|---|---|---|---|---|---|
| Margaret Tooth | CEO | $1.2M | — | 6 | 100% of sales | |
| Fawwad Qureshi | Chief Financial Officer | $734.3K | — | 5 | 30% of sales | |
| John R. Gallagher | Chief Operating Officer | $631.7K | — | 11 | 62% of sales | |
| Emily Dreyer | Chief Revenue Officer | $219.3K | — | 1 | — | |
| Steve Weinrauch | EVP, North Am & Vet Strategy | $146.8K | — | 1 | — |
| Filed | Insider | Type | Shares | Avg price | Value | Held after | Source |
|---|---|---|---|---|---|---|---|
traded | Margaret Tooth CEO | SalePre-arranged (10b5-1) | 1,000 | $25.84 | $25.8K | 184,952 | |
traded | John R. Gallagher Chief Operating Officer | SalePre-arranged (10b5-1) | 431 | $22.92 | $9.9K | 33,311 | |
traded | Margaret Tooth CEO | SalePre-arranged (10b5-1) | 1,000 | $25.00 | $25.0K | 185,952 | |
traded | John R. Gallagher Chief Operating Officer | SalePre-arranged (10b5-1) | 3,604 | $29.70 | $107.0K | 33,742 | |
traded | Fawwad Qureshi Chief Financial Officer | Sale | 6,111 | $30.01 | $183.4K | 4,230 | |
traded | Margaret Tooth CEO | SalePre-arranged (10b5-1) | 978 | $29.05 | $28.4K | 175,401 | |
traded | John R. Gallagher Chief Operating Officer | SalePre-arranged (10b5-1) | 431 | $25.08 | $10.8K | 32,203 | |
traded | John R. Gallagher Chief Operating Officer | SalePre-arranged (10b5-1) | 431 | $25.35 | $10.9K | 32,634 | |
traded | Steve Weinrauch EVP, North Am & Vet Strategy | Sale | 6,674 | $22.00 | $146.8K | 78,062 | |
traded | John R. Gallagher Chief Operating Officer | Sale | 3,603 | $21.69 | $78.2K | 33,065 | |
traded | Fawwad Qureshi Chief Financial Officer | Sale | 6,177 | $22.18 | $137.0K | 2,251 | |
traded | John R. Gallagher Chief Operating Officer | Sale | 431 | $27.47 | $11.8K | 31,526 | |
traded | John R. Gallagher Chief Operating Officer | Sale | 430 | $25.47 | $11.0K | 31,957 | |
traded | Emily Dreyer Chief Revenue Officer | Sale | 7,792 | $28.15 | $219.3K | 35,627 | |
traded | John R. Gallagher Chief Operating Officer | Sale | 5,283 | $26.52 | $140.1K | 32,387 | |
traded | Fawwad Qureshi Chief Financial Officer | Sale | 2,837 | $26.46 | $75.1K | 0 | |
traded | Fawwad Qureshi Chief Financial Officer | Sale | 4,645 | $25.61 | $119.0K | 0 | |
traded | John R. Gallagher Chief Operating Officer | SalePre-arranged (10b5-1) | 430 | $31.67 | $13.6K | 31,861 | |
traded | John R. Gallagher Chief Operating Officer | SalePre-arranged (10b5-1) | 430 | $37.55 | $16.1K | 32,291 | |
traded | Margaret Tooth CEO | SalePre-arranged (10b5-1) | 9,605 | $37.88 | $363.8K | 151,899 | |
traded | John R. Gallagher Chief Operating Officer | SalePre-arranged (10b5-1) | 6,383 | $34.82 | $222.3K | 32,721 | |
traded | Margaret Tooth CEO | SalePre-arranged (10b5-1) | 9,803 | $35.31 | $346.1K | 153,702 | |
traded | Fawwad Qureshi Chief Financial Officer | SalePre-arranged (10b5-1) | 6,202 | $35.45 | $219.8K | 0 | |
traded | Margaret Tooth CEO | SalePre-arranged (10b5-1) | 8,884 | $43.73 | $388.5K | 141,345 |
GET /stocks/filings/vX/form-4?tickers=TRUP&filing_date.gte=2025-10-23&sort=filing_date.desc&limit=500{
"status": "OK",
"results": [
{
"tickers": [
"TRUP"
],
"issuer_cik": "0001371285",
"owner_cik": "0001657025",
"accession_number": "0001371285-26-000205",
"form_type": "4",
"filing_date": "2026-10-13",
"period_of_report": "2026-10-09",
"issuer_name": "TRUPANION, INC.",
"issuer_trading_symbol": "TRUP",
"owner_name": "Tooth Margaret",
"is_director": true,
"is_officer": true,
"is_ten_percent_owner": false,
"is_other": false,
"officer_title": "CEO",
"security_type": "non_derivative",
"record_type": "transaction",
"security_title": "Common Stock",
"transaction_timeliness": "O",
"aff_10b5_one": true,
"transaction_date": "2026-10-09",
"transaction_code": "S",
"equity_swap_involved": false,
"transaction_shares": 1000,
"transaction_price_per_share": 25.84,
"transaction_acquired_disposed": "D",
"shares_owned_following_transaction": 184952,
"transaction_value": 25840,
"not_subject_to_section_16": false,
"direct_or_indirect": "D",
"footnotes": [
{
"id": "F1",
"description": "The exercise and sale reported were effected pursuant to a Rule 10b5-1 (c) trading plan adopted by reporting person on May 11, 2026, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."
}
]
},
{
"tickers": [
"TRUP"
],
"issuer_cik": "0001371285",
"owner_cik": "0001967117",
"accession_number": "0001371285-26-000203",
"form_type": "4",
"filing_date": "2026-09-30",
"period_of_report": "2026-09-28",
"issuer_name": "TRUPANION, INC.",
"issuer_trading_symbol": "TRUP",
"owner_name": "GALLAGHER JOHN R",
"is_director": false,
"is_officer": true,
"is_ten_percent_owner": false,
"is_other": false,
"officer_title": "Chief Operating Officer",
"security_type": "non_derivative",
"record_type": "transaction",
"security_title": "Common Stock",
"transaction_timeliness": "O",
"aff_10b5_one": true,
"transaction_date": "2026-09-28",
"transaction_code": "S",
"equity_swap_involved": false,
"transaction_shares": 431,
"transaction_price_per_share": 22.92,
"transaction_acquired_disposed": "D",
"shares_owned_following_transaction": 33311,
"transaction_value": 9878.52,
"not_subject_to_section_16": false,
"direct_or_indirect": "D",
"footnotes": [
{
"id": "F1",
"description": "The exercise and sale reported were effected pursuant to a Rule 10b5-1 trading plan adopted by reporting person on August 20, 2025, in order to implement a plan of financial diversification. Accordingly, the reporting person had no discretion with regard to the timing of the transaction."
}
]
}
]
}
// trimmed to 2 resultsThe response includes every Form 4 record; this page keeps open-market purchases and sales on common stock and removes duplicate joint-filer rows.
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:
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.