TRUP

insider transactions

TRUPANION, INC. — buys & sells by directors, officers and 10% owners (SEC Form 4).

30D 90D 1Y

Net shares · 30d

-16.9K

0 buy · 16.9K sell

Net value · 30d

-$372.7K

$0 in · $372.7K out

Sentiment · 30d

Net selling

0% buying · 100% selling

Open-market trades · 30d

0 buy · 16.9K sell

Net buy / sell volume

Tap or hover the chart for daily net volume. Green = net buying, red = net selling.

All transactions

Exercise·M
Jun 5, 26

WEINRAUCH STEVE

EVP, North Am & Vet Strategy

$0

8.5K sh

Own New
Sell·S
Jun 5, 26

WEINRAUCH STEVE

EVP, North Am & Vet Strategy

$146.8K

6.7K sh · $22.00

Own -8%
Exercise·M
Jun 5, 26

WEINRAUCH STEVE

EVP, North Am & Vet Strategy

$131.4K

8.5K sh · $15.46

Own +11%
Sell·S
May 28, 26

GALLAGHER JOHN R

Chief Operating Officer

$78.2K

3.6K sh · $21.69

Own -10%
Sell·S
May 27, 26

Qureshi Fawwad KEY

Chief Financial Officer

$3.8K

170 sh · $22.63

Own -8%
Sell·S
May 27, 26

Qureshi Fawwad KEY

Chief Financial Officer

$133.2K

6.0K sh · $22.17

Own -73%
Exercise·M
May 25, 26

WHEELER SIMON

EVP, Trupanion International

$0

321 sh

Own +25%
Other·F
May 25, 26

WHEELER SIMON

EVP, Trupanion International

$3.3K

150 sh · $21.86

Own -1%
Exercise·M
May 25, 26

WHEELER SIMON

EVP, Trupanion International

—

321 sh

Own +1%
Exercise·M
May 25, 26

Tooth Margaret KEY

CEO

$0

1.2K sh

Own +25%
Sell·S
May 25, 26

Tooth Margaret KEY

CEO

$10.7K

491 sh · $21.86

Own -0%
Exercise·M
May 25, 26

Tooth Margaret KEY

CEO

—

1.2K sh

Own +1%
Exercise·M
May 25, 26

WEINRAUCH STEVE

EVP, North Am & Vet Strategy

$0

353 sh

Own +25%
Exercise·M
May 25, 26

WEINRAUCH STEVE

EVP, North Am & Vet Strategy

$0

40 sh

Own +49%
Other·F
May 25, 26

WEINRAUCH STEVE

EVP, North Am & Vet Strategy

$1.9K

85 sh · $21.86

Own -0%
Exercise·M
May 25, 26

WEINRAUCH STEVE

EVP, North Am & Vet Strategy

—

353 sh

Own +0%
Other·F
May 25, 26

WEINRAUCH STEVE

EVP, North Am & Vet Strategy

$197

9 sh · $21.86

Own -0%
Exercise·M
May 25, 26

WEINRAUCH STEVE

EVP, North Am & Vet Strategy

—

40 sh

Own +0%
Exercise·M
May 25, 26

Qureshi Fawwad KEY

Chief Financial Officer

$0

3.8K sh

Own +20%
Other·F
May 25, 26

Qureshi Fawwad KEY

Chief Financial Officer

$32.7K

1.5K sh · $21.86

Own -15%
Exercise·M
May 25, 26

Qureshi Fawwad KEY

Chief Financial Officer

—

3.8K sh

Own +62%
Exercise·M
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

$0

27 sh

Own +25%
Exercise·M
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

$0

338 sh

Own +25%
Exercise·M
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

$0

18 sh

Own +35%
Exercise·M
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

$0

31 sh

Own +50%
Exercise·M
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

$0

234 sh

Own New
Other·F
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

$306

14 sh · $21.86

Own -0%
Exercise·M
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

—

27 sh

Own +0%
Other·F
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

$3.9K

180 sh · $21.86

Own -2%
Exercise·M
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

—

338 sh

Own +3%
Other·F
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

$197

9 sh · $21.86

Own -0%
Exercise·M
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

—

18 sh

Own +0%
Other·F
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

$350

16 sh · $21.86

Own -0%
Exercise·M
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

—

31 sh

Own +0%
Other·F
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

$2.7K

125 sh · $21.86

Own -1%
Exercise·M
May 25, 26

MCGIBNEY BRENNA

Chief Administration Officer

—

234 sh

Own +2%
Exercise·M
May 25, 26

GALLAGHER JOHN R

Chief Operating Officer

$0

45 sh

Own +25%
Exercise·M
May 25, 26

GALLAGHER JOHN R

Chief Operating Officer

$0

451 sh

Own +25%
Exercise·M
May 25, 26

GALLAGHER JOHN R

Chief Operating Officer

$0

29 sh

Own +34%
Other·F
May 25, 26

GALLAGHER JOHN R

Chief Operating Officer

$219

10 sh · $21.86

Own -0%
Exercise·M
May 25, 26

GALLAGHER JOHN R

Chief Operating Officer

—

45 sh

Own +0%
Other·F
May 25, 26

GALLAGHER JOHN R

Chief Operating Officer

$2.4K

109 sh · $21.86

Own -0%
Exercise·M
May 25, 26

GALLAGHER JOHN R

Chief Operating Officer

—

451 sh

Own +1%
Other·F
May 25, 26

GALLAGHER JOHN R

Chief Operating Officer

$153

7 sh · $21.86

Own -0%
Exercise·M
May 25, 26

GALLAGHER JOHN R

Chief Operating Officer

—

29 sh

Own +0%
Exercise·M
May 25, 26

BEARMAN ASHER

Chief Legal Officer

$0

125 sh

Own +25%
Other·F
May 25, 26

BEARMAN ASHER

Chief Legal Officer

$874

40 sh · $21.86

Own -0%
Exercise·M
May 25, 26

BEARMAN ASHER

Chief Legal Officer

—

125 sh

Own +0%

Date▾	Insider	Role	Type	Shares	Own Δ	Price	Value
Jun 5, 2026	WEINRAUCH STEVE	EVP, North Am & Vet Strategy	Exercise M	8.5K	New	—	$0
Jun 5, 2026	WEINRAUCH STEVE	EVP, North Am & Vet Strategy	Sell S	6.7K	-8%	$22.00	$146.8K
Jun 5, 2026	WEINRAUCH STEVE	EVP, North Am & Vet Strategy	Exercise M	8.5K	+11%	$15.46	$131.4K
May 28, 2026	GALLAGHER JOHN R	Chief Operating Officer	Sell S	3.6K	-10%	$21.69	$78.2K
May 27, 2026	Qureshi Fawwad KEY	Chief Financial Officer	Sell S	170	-8%	$22.63	$3.8K
May 27, 2026	Qureshi Fawwad KEY	Chief Financial Officer	Sell S	6.0K	-73%	$22.17	$133.2K
May 25, 2026	WHEELER SIMON	EVP, Trupanion International	Exercise M	321	+25%	—	$0
May 25, 2026	WHEELER SIMON	EVP, Trupanion International	Other F	150	-1%	$21.86	$3.3K
May 25, 2026	WHEELER SIMON	EVP, Trupanion International	Exercise M	321	+1%	—	—
May 25, 2026	Tooth Margaret KEY	CEO	Exercise M	1.2K	+25%	—	$0
May 25, 2026	Tooth Margaret KEY	CEO	Sell S	491	-0%	$21.86	$10.7K
May 25, 2026	Tooth Margaret KEY	CEO	Exercise M	1.2K	+1%	—	—
May 25, 2026	WEINRAUCH STEVE	EVP, North Am & Vet Strategy	Exercise M	353	+25%	—	$0
May 25, 2026	WEINRAUCH STEVE	EVP, North Am & Vet Strategy	Exercise M	40	+49%	—	$0
May 25, 2026	WEINRAUCH STEVE	EVP, North Am & Vet Strategy	Other F	85	-0%	$21.86	$1.9K
May 25, 2026	WEINRAUCH STEVE	EVP, North Am & Vet Strategy	Exercise M	353	+0%	—	—
May 25, 2026	WEINRAUCH STEVE	EVP, North Am & Vet Strategy	Other F	9	-0%	$21.86	$197
May 25, 2026	WEINRAUCH STEVE	EVP, North Am & Vet Strategy	Exercise M	40	+0%	—	—
May 25, 2026	Qureshi Fawwad KEY	Chief Financial Officer	Exercise M	3.8K	+20%	—	$0
May 25, 2026	Qureshi Fawwad KEY	Chief Financial Officer	Other F	1.5K	-15%	$21.86	$32.7K
May 25, 2026	Qureshi Fawwad KEY	Chief Financial Officer	Exercise M	3.8K	+62%	—	—
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Exercise M	27	+25%	—	$0
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Exercise M	338	+25%	—	$0
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Exercise M	18	+35%	—	$0
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Exercise M	31	+50%	—	$0
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Exercise M	234	New	—	$0
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Other F	14	-0%	$21.86	$306
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Exercise M	27	+0%	—	—
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Other F	180	-2%	$21.86	$3.9K
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Exercise M	338	+3%	—	—
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Other F	9	-0%	$21.86	$197
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Exercise M	18	+0%	—	—
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Other F	16	-0%	$21.86	$350
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Exercise M	31	+0%	—	—
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Other F	125	-1%	$21.86	$2.7K
May 25, 2026	MCGIBNEY BRENNA	Chief Administration Officer	Exercise M	234	+2%	—	—
May 25, 2026	GALLAGHER JOHN R	Chief Operating Officer	Exercise M	45	+25%	—	$0
May 25, 2026	GALLAGHER JOHN R	Chief Operating Officer	Exercise M	451	+25%	—	$0
May 25, 2026	GALLAGHER JOHN R	Chief Operating Officer	Exercise M	29	+34%	—	$0
May 25, 2026	GALLAGHER JOHN R	Chief Operating Officer	Other F	10	-0%	$21.86	$219
May 25, 2026	GALLAGHER JOHN R	Chief Operating Officer	Exercise M	45	+0%	—	—
May 25, 2026	GALLAGHER JOHN R	Chief Operating Officer	Other F	109	-0%	$21.86	$2.4K
May 25, 2026	GALLAGHER JOHN R	Chief Operating Officer	Exercise M	451	+1%	—	—
May 25, 2026	GALLAGHER JOHN R	Chief Operating Officer	Other F	7	-0%	$21.86	$153
May 25, 2026	GALLAGHER JOHN R	Chief Operating Officer	Exercise M	29	+0%	—	—
May 25, 2026	BEARMAN ASHER	Chief Legal Officer	Exercise M	125	+25%	—	$0
May 25, 2026	BEARMAN ASHER	Chief Legal Officer	Other F	40	-0%	$21.86	$874
May 25, 2026	BEARMAN ASHER	Chief Legal Officer	Exercise M	125	+0%	—	—

About TRUP insider trading

This page tracks insider transactions for TRUPANION, INC. (TRUP) reported to the U.S. Securities and Exchange Commission on Form 4. Corporate insiders — directors, executive officers and beneficial owners of more than 10% of the stock — must disclose their trades within two business days. Open-market purchases (code P) and sales (code S) made at the insider's discretion are the most-watched opportunistic signals, while awards (A), option exercises (M) and tax-withholding (F) reflect compensation rather than conviction. Trades marked 10b5-1 were made under a pre-arranged plan and are considered routine. A cluster buy — several insiders buying within a short window — is historically a stronger bullish indicator than any single trade.