Trupanion Inc. (TRUP) Insider Trading

Last 12 months

Insiders sold $2.94M and bought nothing on the open market.

80% of the selling was scheduled in advance under 10b5-1 plans. Chief Revenue Officer Emily Dreyer sold $219k on Mar 4, 18% of their stake, outside a plan. The last open-market buy by an executive or director was in May 2024.

Net open-market

−$2.94M

0 buys · 27 sales

Under a 10b5-1 plan

80%

of the value sold

Insiders who bought / sold

0 / 5

executives and directors

Last open-market buy

May 2024

May 7, 2024

Get an email when TRUP's executives or directors buy, or make a large sale outside a plan.

Trades · last 2 years

Date	Insider	Trade	Shares	Price	Value	Of their stake	Filing
Oct 9	Margaret Tooth CEO	Sold10b5-1 plan	1,000	$25.84	$26k	0.5%	Form 4
Sep 28	John R Gallagher Chief Operating Officer	Sold10b5-1 plan	431	$22.92	$10k	1.3%	Form 4
Sep 11	Margaret Tooth CEO	Sold10b5-1 plan	1,000	$25.00	$25k	0.5%	Form 4
Aug 28	John R Gallagher Chief Operating Officer	Sold10b5-1 plan	3,604	$29.70	$107k	9.7%	Form 4
Aug 26	Fawwad Qureshi Chief Financial Officer	SoldNo plan	6,111	$30.01	$183k	59%	Form 4
Aug 25	Margaret Tooth CEO	SoldNo plan	491	$31.84	$16k	0.3%	Form 4
Aug 11	Margaret Tooth CEO	Sold10b5-1 plan	978	$29.05	$28k	0.6%	Form 4
Jul 28	John R Gallagher Chief Operating Officer	Sold10b5-1 plan	431	$25.08	$11k	1.3%	Form 4
Jun 29	John R Gallagher Chief Operating Officer	Sold10b5-1 plan	431	$25.35	$11k	1.3%	Form 4
Jun 5	Steve Weinrauch EVP, North Am & Vet Strategy	SoldNo plan	6,674	$22.00	$147k	7.9%	Form 4
May 28	John R Gallagher Chief Operating Officer	Sold10b5-1 plan	3,603	$21.69	$78k	9.8%	Form 4
May 27	Fawwad Qureshi Chief Financial Officer	Sold10b5-1 plan 2 parts	6,177	$22.18 average	$137k	75%	Form 4
May 25	Margaret Tooth CEO	SoldNo plan	491	$21.86	$11k	0.3%	Form 4
Apr 28	John R Gallagher Chief Operating Officer	Sold10b5-1 plan	431	$27.47	$12k	1.3%	Form 4
Mar 30	John R Gallagher Chief Operating Officer	Sold10b5-1 plan	430	$25.47	$11k	1.3%	Form 4
Mar 4	Emily Dreyer Chief Revenue Officer	SoldNo plan	7,792	$28.15	$219k	18%	Form 4
Feb 27	Fawwad Qureshi Chief Financial Officer	Sold10b5-1 plan	2,837	$26.46	$75k	100%	Form 4
Feb 27	John R Gallagher Chief Operating Officer	Sold10b5-1 plan	5,283	$26.52	$140k	14%	Form 4
Feb 25	Fawwad Qureshi Chief Financial Officer	Sold10b5-1 plan	4,645	$25.61	$119k	62%	Form 4
Feb 25	Steve Weinrauch EVP, North Am & Vet Strategy	SoldNo plan	85	$26.70	$2k	0.1%	Form 4
Jan 28	John R Gallagher Chief Operating Officer	Sold10b5-1 plan	430	$31.67	$14k	1.3%	Form 4
Dec 29, 2025	John R Gallagher Chief Operating Officer	Sold10b5-1 plan	430	$37.55	$16k	1.3%	Form 4
Dec 19, 2025	Margaret Tooth CEO	Sold10b5-1 plan 2 parts	9,605	$37.89 average	$364k	6.0%	Form 4
Nov 28, 2025	John R Gallagher Chief Operating Officer	Sold10b5-1 plan	6,383	$34.82	$222k	16%	Form 4
Nov 26, 2025	Fawwad Qureshi Chief Financial Officer	Sold10b5-1 plan	6,202	$35.45	$220k	100%	Form 4
Nov 25, 2025	Margaret Tooth CEO	Sold10b5-1 plan 2 parts	9,803	$35.31 average	$346k	6.1%	Form 4
Oct 27, 2025	Margaret Tooth CEO	Sold10b5-1 plan 2 parts	8,884	$43.73 average	$388k	5.9%	Form 4
Sep 25, 2025	Margaret Tooth CEO	Sold10b5-1 plan	2,961	$41.88	$124k	2.0%	Form 4
Sep 3, 2025 – Sep 4, 2025	Darryl Rawlings Director	SoldNo plan 2 parts	50,000	$44.74 average	$2.24M	3.4%	Form 4
Sep 2, 2025	Fawwad Qureshi Chief Financial Officer	Sold10b5-1 plan	6,451	$45.15	$291k	100%	Form 4
Aug 26, 2025	Fawwad Qureshi Chief Financial Officer	Sold10b5-1 plan	2,800	$45.56	$128k	30%	Form 4
Jun 6, 2025	Margaret Tooth CEO	SoldNo plan	200	$48.57	$10k	0.2%	Form 4
Jun 2, 2025	Brenna McGibney Chief Administration Officer	SoldNo plan	2,390	$45.17	$108k	41%	Form 4
May 29, 2025	Fawwad Qureshi Chief Financial Officer	Sold10b5-1 plan	2,534	$48.31	$122k	42%	Form 4
May 29, 2025	John R Gallagher Chief Operating Officer	SoldNo plan	4,000	$47.90	$192k	13%	Form 4
May 27, 2025	Fawwad Qureshi Chief Financial Officer	Sold10b5-1 plan	828	$45.53	$38k	12%	Form 4
May 20, 2025	Margaret Tooth CEO	Sold10b5-1 plan	4,000	$45.86	$183k	3.3%	Form 4
May 19, 2025	Brenna McGibney Chief Administration Officer	SoldNo plan	2,421	$45.81	$111k	65%	Form 4
Apr 21, 2025	Margaret Tooth CEO	Sold10b5-1 plan	4,000	$33.34	$133k	3.3%	Form 4
Mar 20, 2025	Margaret Tooth CEO	Sold10b5-1 plan	4,000	$37.18	$149k	3.3%	Form 4

Oct 910b5-1 plan
Margaret Tooth
CEO · sold 1,000 at $25.84
$26k
0.5% of stake
Sep 2810b5-1 plan
John R Gallagher
Chief Operating Officer · sold 431 at $22.92
$10k
1.3% of stake
Sep 1110b5-1 plan
Margaret Tooth
CEO · sold 1,000 at $25.00
$25k
0.5% of stake
Aug 2810b5-1 plan
John R Gallagher
Chief Operating Officer · sold 3,604 at $29.70
$107k
9.7% of stake
Aug 26No plan
Fawwad Qureshi
Chief Financial Officer · sold 6,111 at $30.01
$183k
59% of stake
Aug 25No plan
Margaret Tooth
CEO · sold 491 at $31.84
$16k
0.3% of stake
Aug 1110b5-1 plan
Margaret Tooth
CEO · sold 978 at $29.05
$28k
0.6% of stake
Jul 2810b5-1 plan
John R Gallagher
Chief Operating Officer · sold 431 at $25.08
$11k
1.3% of stake
Jun 2910b5-1 plan
John R Gallagher
Chief Operating Officer · sold 431 at $25.35
$11k
1.3% of stake
Jun 5No plan
Steve Weinrauch
EVP, North Am & Vet Strategy · sold 6,674 at $22.00
$147k
7.9% of stake
May 2810b5-1 plan
John R Gallagher
Chief Operating Officer · sold 3,603 at $21.69
$78k
9.8% of stake
May 2710b5-1 plan
Fawwad Qureshi
Chief Financial Officer · sold 6,177 at avg $22.18
$137k
75% of stake
May 25No plan
Margaret Tooth
CEO · sold 491 at $21.86
$11k
0.3% of stake
Apr 2810b5-1 plan
John R Gallagher
Chief Operating Officer · sold 431 at $27.47
$12k
1.3% of stake
Mar 3010b5-1 plan
John R Gallagher
Chief Operating Officer · sold 430 at $25.47
$11k
1.3% of stake
Mar 4No plan
Emily Dreyer
Chief Revenue Officer · sold 7,792 at $28.15
$219k
18% of stake
Feb 2710b5-1 plan
Fawwad Qureshi
Chief Financial Officer · sold 2,837 at $26.46
$75k
100% of stake
Feb 2710b5-1 plan
John R Gallagher
Chief Operating Officer · sold 5,283 at $26.52
$140k
14% of stake
Feb 2510b5-1 plan
Fawwad Qureshi
Chief Financial Officer · sold 4,645 at $25.61
$119k
62% of stake
Feb 25No plan
Steve Weinrauch
EVP, North Am & Vet Strategy · sold 85 at $26.70
$2k
0.1% of stake
Jan 2810b5-1 plan
John R Gallagher
Chief Operating Officer · sold 430 at $31.67
$14k
1.3% of stake
Dec 29, 202510b5-1 plan
John R Gallagher
Chief Operating Officer · sold 430 at $37.55
$16k
1.3% of stake
Dec 19, 202510b5-1 plan
Margaret Tooth
CEO · sold 9,605 at avg $37.89
$364k
6.0% of stake
Nov 28, 202510b5-1 plan
John R Gallagher
Chief Operating Officer · sold 6,383 at $34.82
$222k
16% of stake
Nov 26, 202510b5-1 plan
Fawwad Qureshi
Chief Financial Officer · sold 6,202 at $35.45
$220k
100% of stake
Nov 25, 202510b5-1 plan
Margaret Tooth
CEO · sold 9,803 at avg $35.31
$346k
6.1% of stake
Oct 27, 202510b5-1 plan
Margaret Tooth
CEO · sold 8,884 at avg $43.73
$388k
5.9% of stake
Sep 25, 202510b5-1 plan
Margaret Tooth
CEO · sold 2,961 at $41.88
$124k
2.0% of stake
Sep 3, 2025 – Sep 4, 2025No plan
Darryl Rawlings
Director · sold 50,000 at avg $44.74
$2.24M
3.4% of stake
Sep 2, 202510b5-1 plan
Fawwad Qureshi
Chief Financial Officer · sold 6,451 at $45.15
$291k
100% of stake
Aug 26, 202510b5-1 plan
Fawwad Qureshi
Chief Financial Officer · sold 2,800 at $45.56
$128k
30% of stake
Jun 6, 2025No plan
Margaret Tooth
CEO · sold 200 at $48.57
$10k
0.2% of stake
Jun 2, 2025No plan
Brenna McGibney
Chief Administration Officer · sold 2,390 at $45.17
$108k
41% of stake
May 29, 202510b5-1 plan
Fawwad Qureshi
Chief Financial Officer · sold 2,534 at $48.31
$122k
42% of stake
May 29, 2025No plan
John R Gallagher
Chief Operating Officer · sold 4,000 at $47.90
$192k
13% of stake
May 27, 202510b5-1 plan
Fawwad Qureshi
Chief Financial Officer · sold 828 at $45.53
$38k
12% of stake
May 20, 202510b5-1 plan
Margaret Tooth
CEO · sold 4,000 at $45.86
$183k
3.3% of stake
May 19, 2025No plan
Brenna McGibney
Chief Administration Officer · sold 2,421 at $45.81
$111k
65% of stake
Apr 21, 202510b5-1 plan
Margaret Tooth
CEO · sold 4,000 at $33.34
$133k
3.3% of stake
Mar 20, 202510b5-1 plan
Margaret Tooth
CEO · sold 4,000 at $37.18
$149k
3.3% of stake

How to read this. Insiders sell for many reasons: taxes, diversifying, a house. Open-market buys are rarer and say more. A 10b5-1 plan is a trading schedule set up months in advance, so those sales were not timed on news. Large holders (funds and 10% owners) are listed under Everything but not counted as insiders. If you own or watch TRUP, we send a push when an executive buys or makes a large sale outside a plan.

Source: SEC Form 4 filings, filed within two business days of each trade and checked for new ones every hour.

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Spot a number that looks wrong? Check it in TRUP's SEC filings or

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Data sourced from SEC EDGAR filings and third-party price providers. Scores, valuations, and metrics are algorithmic estimates. This is not investment advice. See our Terms and Methodology.

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