TRUP

insider transactions

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

30D 90D 1Y

Net shares · 90d

-17.8K

0 buy · 17.8K sell

Net value · 90d

-$395.5K

$0 in · $395.5K out

Sentiment · 90d

Net selling

0% buying · 100% selling

Open-market trades · 90d

0 buy · 17.8K 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

Steve Weinrauch

EVP, North Am & Vet Strategy

$0

8.5K sh

Own New
Sell·S
Jun 5, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

$146.8K

6.7K sh · $22.00

Own -8%
Exercise·M
Jun 5, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

$131.4K

8.5K sh · $15.46

Own +11%
Sell·S
May 28, 26

John R Gallagher

Chief Operating Officer

$78.2K

3.6K sh · $21.69

Own -10%
Sell·S
May 27, 26

Fawwad Qureshi KEY

Chief Financial Officer

$3.8K

170 sh · $22.63

Own -8%
Sell·S
May 27, 26

Fawwad Qureshi KEY

Chief Financial Officer

$133.2K

6.0K sh · $22.17

Own -73%
Exercise·M
May 25, 26

Simon Wheeler

EVP, Trupanion International

$0

321 sh

Own +25%
Other·F
May 25, 26

Simon Wheeler

EVP, Trupanion International

$3.3K

150 sh · $21.86

Own -1%
Exercise·M
May 25, 26

Simon Wheeler

EVP, Trupanion International

—

321 sh

Own +1%
Exercise·M
May 25, 26

Margaret Tooth KEY

CEO

$0

1.2K sh

Own +25%
Sell·S
May 25, 26

Margaret Tooth KEY

CEO

$10.7K

491 sh · $21.86

Own -0%
Exercise·M
May 25, 26

Margaret Tooth KEY

CEO

—

1.2K sh

Own +1%
Exercise·M
May 25, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

$0

353 sh

Own +25%
Exercise·M
May 25, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

$0

40 sh

Own +49%
Other·F
May 25, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

$1.9K

85 sh · $21.86

Own -0%
Exercise·M
May 25, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

—

353 sh

Own +0%
Other·F
May 25, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

$197

9 sh · $21.86

Own -0%
Exercise·M
May 25, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

—

40 sh

Own +0%
Exercise·M
May 25, 26

Fawwad Qureshi KEY

Chief Financial Officer

$0

3.8K sh

Own +20%
Other·F
May 25, 26

Fawwad Qureshi KEY

Chief Financial Officer

$32.7K

1.5K sh · $21.86

Own -15%
Exercise·M
May 25, 26

Fawwad Qureshi KEY

Chief Financial Officer

—

3.8K sh

Own +62%
Exercise·M
May 25, 26

Brenna Mcgibney

Chief Administration Officer

$0

27 sh

Own +25%
Exercise·M
May 25, 26

Brenna Mcgibney

Chief Administration Officer

$0

338 sh

Own +25%
Exercise·M
May 25, 26

Brenna Mcgibney

Chief Administration Officer

$0

18 sh

Own +35%
Exercise·M
May 25, 26

Brenna Mcgibney

Chief Administration Officer

$0

31 sh

Own +50%
Exercise·M
May 25, 26

Brenna Mcgibney

Chief Administration Officer

$0

234 sh

Own New
Other·F
May 25, 26

Brenna Mcgibney

Chief Administration Officer

$306

14 sh · $21.86

Own -0%
Exercise·M
May 25, 26

Brenna Mcgibney

Chief Administration Officer

—

27 sh

Own +0%
Other·F
May 25, 26

Brenna Mcgibney

Chief Administration Officer

$3.9K

180 sh · $21.86

Own -2%
Exercise·M
May 25, 26

Brenna Mcgibney

Chief Administration Officer

—

338 sh

Own +3%
Other·F
May 25, 26

Brenna Mcgibney

Chief Administration Officer

$197

9 sh · $21.86

Own -0%
Exercise·M
May 25, 26

Brenna Mcgibney

Chief Administration Officer

—

18 sh

Own +0%
Other·F
May 25, 26

Brenna Mcgibney

Chief Administration Officer

$350

16 sh · $21.86

Own -0%
Exercise·M
May 25, 26

Brenna Mcgibney

Chief Administration Officer

—

31 sh

Own +0%
Other·F
May 25, 26

Brenna Mcgibney

Chief Administration Officer

$2.7K

125 sh · $21.86

Own -1%
Exercise·M
May 25, 26

Brenna Mcgibney

Chief Administration Officer

—

234 sh

Own +2%
Exercise·M
May 25, 26

John R Gallagher

Chief Operating Officer

$0

45 sh

Own +25%
Exercise·M
May 25, 26

John R Gallagher

Chief Operating Officer

$0

451 sh

Own +25%
Exercise·M
May 25, 26

John R Gallagher

Chief Operating Officer

$0

29 sh

Own +34%
Other·F
May 25, 26

John R Gallagher

Chief Operating Officer

$219

10 sh · $21.86

Own -0%
Exercise·M
May 25, 26

John R Gallagher

Chief Operating Officer

—

45 sh

Own +0%
Other·F
May 25, 26

John R Gallagher

Chief Operating Officer

$2.4K

109 sh · $21.86

Own -0%
Exercise·M
May 25, 26

John R Gallagher

Chief Operating Officer

—

451 sh

Own +1%
Other·F
May 25, 26

John R Gallagher

Chief Operating Officer

$153

7 sh · $21.86

Own -0%
Exercise·M
May 25, 26

John R Gallagher

Chief Operating Officer

—

29 sh

Own +0%
Exercise·M
May 25, 26

Asher Bearman

Chief Legal Officer

$0

125 sh

Own +25%
Other·F
May 25, 26

Asher Bearman

Chief Legal Officer

$874

40 sh · $21.86

Own -0%
Exercise·M
May 25, 26

Asher Bearman

Chief Legal Officer

—

125 sh

Own +0%
Exercise·M
May 22, 26

Simon Wheeler

EVP, Trupanion International

$0

937 sh

Own +17%
Exercise·M
May 22, 26

Simon Wheeler

EVP, Trupanion International

$0

937 sh

Own +14%
Exercise·M
May 22, 26

Simon Wheeler

EVP, Trupanion International

$0

384 sh

Own +17%
Exercise·M
May 22, 26

Simon Wheeler

EVP, Trupanion International

$0

527 sh

Own +50%
Other·F
May 22, 26

Simon Wheeler

EVP, Trupanion International

$4.0K

180 sh · $21.98

Own -1%
Exercise·M
May 22, 26

Simon Wheeler

EVP, Trupanion International

—

384 sh

Own +2%
Other·F
May 22, 26

Simon Wheeler

EVP, Trupanion International

$5.4K

247 sh · $21.98

Own -1%
Exercise·M
May 22, 26

Simon Wheeler

EVP, Trupanion International

—

527 sh

Own +2%
Other·F
May 22, 26

Simon Wheeler

EVP, Trupanion International

$9.7K

440 sh · $21.98

Own -2%
Exercise·M
May 22, 26

Simon Wheeler

EVP, Trupanion International

—

937 sh

Own +4%
Exercise·M
May 22, 26

Margaret Tooth KEY

CEO

$0

8.2K sh

Own +17%
Exercise·M
May 22, 26

Margaret Tooth KEY

CEO

$0

6.2K sh

Own +50%
Exercise·M
May 22, 26

Margaret Tooth KEY

CEO

$0

3.0K sh

Own +13%
Exercise·M
May 22, 26

Margaret Tooth KEY

CEO

$0

312 sh

Own +17%
Other·F
May 22, 26

Margaret Tooth KEY

CEO

$70.8K

3.2K sh · $21.98

Own -2%
Exercise·M
May 22, 26

Margaret Tooth KEY

CEO

—

8.2K sh

Own +5%
Other·F
May 22, 26

Margaret Tooth KEY

CEO

$54.0K

2.5K sh · $21.98

Own -1%
Exercise·M
May 22, 26

Margaret Tooth KEY

CEO

—

6.2K sh

Own +4%
Other·F
May 22, 26

Margaret Tooth KEY

CEO

$26.3K

1.2K sh · $21.98

Own -1%
Exercise·M
May 22, 26

Margaret Tooth KEY

CEO

—

3.0K sh

Own +2%
Other·F
May 22, 26

Margaret Tooth KEY

CEO

$2.7K

122 sh · $21.98

Own -0%
Exercise·M
May 22, 26

Margaret Tooth KEY

CEO

—

312 sh

Own +0%
Exercise·M
May 22, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

$0

1.5K sh

Own +17%
Exercise·M
May 22, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

$0

2.9K sh

Own +50%
Other·F
May 22, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

$8.2K

373 sh · $21.98

Own -0%
Exercise·M
May 22, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

—

1.5K sh

Own +2%
Other·F
May 22, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

$15.7K

713 sh · $21.98

Own -1%
Exercise·M
May 22, 26

Steve Weinrauch

EVP, North Am & Vet Strategy

—

2.9K sh

Own +4%
Exercise·M
May 22, 26

Howard E Rubin

Director

$0

106 sh

Own New
Exercise·M
May 22, 26

Howard E Rubin

Director

—

106 sh

Own +0%
Exercise·M
May 22, 26

Darryl Rawlings

Director

$0

312 sh

Own +17%
Exercise·M
May 22, 26

Darryl Rawlings

Director

—

312 sh

Own +1%
Exercise·M
May 22, 26

Fawwad Qureshi KEY

Chief Financial Officer

$0

4.4K sh

Own +17%
Exercise·M
May 22, 26

Fawwad Qureshi KEY

Chief Financial Officer

$0

5.2K sh

Own +50%
Exercise·M
May 22, 26

Fawwad Qureshi KEY

Chief Financial Officer

$0

312 sh

Own +17%
Other·F
May 22, 26

Fawwad Qureshi KEY

Chief Financial Officer

$38.9K

1.8K sh · $21.98

Own -23%
Exercise·M
May 22, 26

Fawwad Qureshi KEY

Chief Financial Officer

—

4.4K sh

Own +133%
Other·F
May 22, 26

Fawwad Qureshi KEY

Chief Financial Officer

$46.0K

2.1K sh · $21.98

Own -39%
Exercise·M
May 22, 26

Fawwad Qureshi KEY

Chief Financial Officer

—

5.2K sh

Own +2791%
Other·F
May 22, 26

Fawwad Qureshi KEY

Chief Financial Officer

$2.7K

124 sh · $21.98

Own -40%
Exercise·M
May 22, 26

Fawwad Qureshi KEY

Chief Financial Officer

—

312 sh

Own New
Exercise·M
May 22, 26

Bradley S Powell

Director

$0

639 sh

Own New
Exercise·M
May 22, 26

Bradley S Powell

Director

—

639 sh

Own +50%
Exercise·M
May 22, 26

Brenna Mcgibney

Chief Administration Officer

$0

2.7K sh

Own +17%
Exercise·M
May 22, 26

Brenna Mcgibney

Chief Administration Officer

$0

1.9K sh

Own +50%
Exercise·M
May 22, 26

Brenna Mcgibney

Chief Administration Officer

$0

1.2K sh

Own +17%
Other·F
May 22, 26

Brenna Mcgibney

Chief Administration Officer

$31.2K

1.4K sh · $21.98

Own -11%
Exercise·M
May 22, 26

Brenna Mcgibney

Chief Administration Officer

—

2.7K sh

Own +27%
Other·F
May 22, 26

Brenna Mcgibney

Chief Administration Officer

$22.1K

1.0K sh · $21.98

Own -9%
Exercise·M
May 22, 26

Brenna Mcgibney

Chief Administration Officer

—

1.9K sh

Own +21%
Other·F
May 22, 26

Brenna Mcgibney

Chief Administration Officer

$14.7K

669 sh · $21.98

Own -7%
Exercise·M
May 22, 26

Brenna Mcgibney

Chief Administration Officer

—

1.2K sh

Own +15%
Exercise·M
May 22, 26

John R Gallagher

Chief Operating Officer

$0

2.1K sh

Own +17%
Exercise·M
May 22, 26

John R Gallagher

Chief Operating Officer

$0

3.3K sh

Own +50%
Exercise·M
May 22, 26

John R Gallagher

Chief Operating Officer

$0

865 sh

Own +11%
Other·F
May 22, 26

John R Gallagher

Chief Operating Officer

$11.1K

505 sh · $21.98

Own -1%
Exercise·M
May 22, 26

John R Gallagher

Chief Operating Officer

—

2.1K sh

Own +6%
Other·F
May 22, 26

John R Gallagher

Chief Operating Officer

$17.8K

810 sh · $21.98

Own -2%
Exercise·M
May 22, 26

John R Gallagher

Chief Operating Officer

—

3.3K sh

Own +10%
Other·F
May 22, 26

John R Gallagher

Chief Operating Officer

$4.6K

210 sh · $21.98

Own -1%
Exercise·M
May 22, 26

John R Gallagher

Chief Operating Officer

—

865 sh

Own +3%
Exercise·M
May 22, 26

Asher Bearman

Chief Legal Officer

$0

1.8K sh

Own +17%
Exercise·M
May 22, 26

Asher Bearman

Chief Legal Officer

$0

379 sh

Own +25%
Exercise·M
May 22, 26

Asher Bearman

Chief Legal Officer

$0

8 sh

Own +42%
Exercise·M
May 22, 26

Asher Bearman

Chief Legal Officer

$0

265 sh

Own +50%
Other·F
May 22, 26

Asher Bearman

Chief Legal Officer

$13.1K

595 sh · $21.98

Own -1%
Exercise·M
May 22, 26

Asher Bearman

Chief Legal Officer

—

1.8K sh

Own +3%
Other·F
May 22, 26

Asher Bearman

Chief Legal Officer

$2.7K

122 sh · $21.98

Own -0%
Exercise·M
May 22, 26

Asher Bearman

Chief Legal Officer

—

379 sh

Own +1%
Other·F
May 22, 26

Asher Bearman

Chief Legal Officer

$44

2 sh · $21.98

Own -0%
Exercise·M
May 22, 26

Asher Bearman

Chief Legal Officer

—

8 sh

Own +0%
Other·F
May 22, 26

Asher Bearman

Chief Legal Officer

$1.9K

85 sh · $21.98

Own -0%
Exercise·M
May 22, 26

Asher Bearman

Chief Legal Officer

—

265 sh

Own +0%
Grant·A
May 11, 26

Howard E Rubin

Director

$0

562 sh

Own New
Grant·A
May 11, 26

Bradley S Powell

Director

$0

6.6K sh

Own New
Grant·A
May 11, 26

Elizabeth Mclaughlin

Director

$0

3.3K sh

Own New
Grant·A
May 11, 26

Paulette R. Dodson

Director

$0

4.0K sh

Own New
Grant·A
May 11, 26

Max Broden

Director

$0

6.4K sh

Own New
Other·J
May 6, 26

Darryl Rawlings

Director

—

1.4K sh
Sell·S
Apr 28, 26

John R Gallagher

Chief Operating Officer

$11.8K

431 sh · $27.47

Own -1%
Sell·S
Mar 30, 26

John R Gallagher

Chief Operating Officer

$11.0K

430 sh · $25.47

Own -1%

Date▾	Insider	Role	Type	Shares	Own Δ	Price	Value
Jun 5, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Exercise M	8.5K	New	—	$0
Jun 5, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Sell S	6.7K	-8%	$22.00	$146.8K
Jun 5, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Exercise M	8.5K	+11%	$15.46	$131.4K
May 28, 2026	John R Gallagher	Chief Operating Officer	Sell S	3.6K	-10%	$21.69	$78.2K
May 27, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Sell S	170	-8%	$22.63	$3.8K
May 27, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Sell S	6.0K	-73%	$22.17	$133.2K
May 25, 2026	Simon Wheeler	EVP, Trupanion International	Exercise M	321	+25%	—	$0
May 25, 2026	Simon Wheeler	EVP, Trupanion International	Other F	150	-1%	$21.86	$3.3K
May 25, 2026	Simon Wheeler	EVP, Trupanion International	Exercise M	321	+1%	—	—
May 25, 2026	Margaret Tooth KEY	CEO	Exercise M	1.2K	+25%	—	$0
May 25, 2026	Margaret Tooth KEY	CEO	Sell S	491	-0%	$21.86	$10.7K
May 25, 2026	Margaret Tooth KEY	CEO	Exercise M	1.2K	+1%	—	—
May 25, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Exercise M	353	+25%	—	$0
May 25, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Exercise M	40	+49%	—	$0
May 25, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Other F	85	-0%	$21.86	$1.9K
May 25, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Exercise M	353	+0%	—	—
May 25, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Other F	9	-0%	$21.86	$197
May 25, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Exercise M	40	+0%	—	—
May 25, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Exercise M	3.8K	+20%	—	$0
May 25, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Other F	1.5K	-15%	$21.86	$32.7K
May 25, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Exercise M	3.8K	+62%	—	—
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	27	+25%	—	$0
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	338	+25%	—	$0
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	18	+35%	—	$0
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	31	+50%	—	$0
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	234	New	—	$0
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Other F	14	-0%	$21.86	$306
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	27	+0%	—	—
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Other F	180	-2%	$21.86	$3.9K
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	338	+3%	—	—
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Other F	9	-0%	$21.86	$197
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	18	+0%	—	—
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Other F	16	-0%	$21.86	$350
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	31	+0%	—	—
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Other F	125	-1%	$21.86	$2.7K
May 25, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	234	+2%	—	—
May 25, 2026	John R Gallagher	Chief Operating Officer	Exercise M	45	+25%	—	$0
May 25, 2026	John R Gallagher	Chief Operating Officer	Exercise M	451	+25%	—	$0
May 25, 2026	John R Gallagher	Chief Operating Officer	Exercise M	29	+34%	—	$0
May 25, 2026	John R Gallagher	Chief Operating Officer	Other F	10	-0%	$21.86	$219
May 25, 2026	John R Gallagher	Chief Operating Officer	Exercise M	45	+0%	—	—
May 25, 2026	John R Gallagher	Chief Operating Officer	Other F	109	-0%	$21.86	$2.4K
May 25, 2026	John R Gallagher	Chief Operating Officer	Exercise M	451	+1%	—	—
May 25, 2026	John R Gallagher	Chief Operating Officer	Other F	7	-0%	$21.86	$153
May 25, 2026	John R Gallagher	Chief Operating Officer	Exercise M	29	+0%	—	—
May 25, 2026	Asher Bearman	Chief Legal Officer	Exercise M	125	+25%	—	$0
May 25, 2026	Asher Bearman	Chief Legal Officer	Other F	40	-0%	$21.86	$874
May 25, 2026	Asher Bearman	Chief Legal Officer	Exercise M	125	+0%	—	—
May 22, 2026	Simon Wheeler	EVP, Trupanion International	Exercise M	937	+17%	—	$0
May 22, 2026	Simon Wheeler	EVP, Trupanion International	Exercise M	937	+14%	—	$0
May 22, 2026	Simon Wheeler	EVP, Trupanion International	Exercise M	384	+17%	—	$0
May 22, 2026	Simon Wheeler	EVP, Trupanion International	Exercise M	527	+50%	—	$0
May 22, 2026	Simon Wheeler	EVP, Trupanion International	Other F	180	-1%	$21.98	$4.0K
May 22, 2026	Simon Wheeler	EVP, Trupanion International	Exercise M	384	+2%	—	—
May 22, 2026	Simon Wheeler	EVP, Trupanion International	Other F	247	-1%	$21.98	$5.4K
May 22, 2026	Simon Wheeler	EVP, Trupanion International	Exercise M	527	+2%	—	—
May 22, 2026	Simon Wheeler	EVP, Trupanion International	Other F	440	-2%	$21.98	$9.7K
May 22, 2026	Simon Wheeler	EVP, Trupanion International	Exercise M	937	+4%	—	—
May 22, 2026	Margaret Tooth KEY	CEO	Exercise M	8.2K	+17%	—	$0
May 22, 2026	Margaret Tooth KEY	CEO	Exercise M	6.2K	+50%	—	$0
May 22, 2026	Margaret Tooth KEY	CEO	Exercise M	3.0K	+13%	—	$0
May 22, 2026	Margaret Tooth KEY	CEO	Exercise M	312	+17%	—	$0
May 22, 2026	Margaret Tooth KEY	CEO	Other F	3.2K	-2%	$21.98	$70.8K
May 22, 2026	Margaret Tooth KEY	CEO	Exercise M	8.2K	+5%	—	—
May 22, 2026	Margaret Tooth KEY	CEO	Other F	2.5K	-1%	$21.98	$54.0K
May 22, 2026	Margaret Tooth KEY	CEO	Exercise M	6.2K	+4%	—	—
May 22, 2026	Margaret Tooth KEY	CEO	Other F	1.2K	-1%	$21.98	$26.3K
May 22, 2026	Margaret Tooth KEY	CEO	Exercise M	3.0K	+2%	—	—
May 22, 2026	Margaret Tooth KEY	CEO	Other F	122	-0%	$21.98	$2.7K
May 22, 2026	Margaret Tooth KEY	CEO	Exercise M	312	+0%	—	—
May 22, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Exercise M	1.5K	+17%	—	$0
May 22, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Exercise M	2.9K	+50%	—	$0
May 22, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Other F	373	-0%	$21.98	$8.2K
May 22, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Exercise M	1.5K	+2%	—	—
May 22, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Other F	713	-1%	$21.98	$15.7K
May 22, 2026	Steve Weinrauch	EVP, North Am & Vet Strategy	Exercise M	2.9K	+4%	—	—
May 22, 2026	Howard E Rubin	Director	Exercise M	106	New	—	$0
May 22, 2026	Howard E Rubin	Director	Exercise M	106	+0%	—	—
May 22, 2026	Darryl Rawlings	Director	Exercise M	312	+17%	—	$0
May 22, 2026	Darryl Rawlings	Director	Exercise M	312	+1%	—	—
May 22, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Exercise M	4.4K	+17%	—	$0
May 22, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Exercise M	5.2K	+50%	—	$0
May 22, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Exercise M	312	+17%	—	$0
May 22, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Other F	1.8K	-23%	$21.98	$38.9K
May 22, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Exercise M	4.4K	+133%	—	—
May 22, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Other F	2.1K	-39%	$21.98	$46.0K
May 22, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Exercise M	5.2K	+2791%	—	—
May 22, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Other F	124	-40%	$21.98	$2.7K
May 22, 2026	Fawwad Qureshi KEY	Chief Financial Officer	Exercise M	312	New	—	—
May 22, 2026	Bradley S Powell	Director	Exercise M	639	New	—	$0
May 22, 2026	Bradley S Powell	Director	Exercise M	639	+50%	—	—
May 22, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	2.7K	+17%	—	$0
May 22, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	1.9K	+50%	—	$0
May 22, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	1.2K	+17%	—	$0
May 22, 2026	Brenna Mcgibney	Chief Administration Officer	Other F	1.4K	-11%	$21.98	$31.2K
May 22, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	2.7K	+27%	—	—
May 22, 2026	Brenna Mcgibney	Chief Administration Officer	Other F	1.0K	-9%	$21.98	$22.1K
May 22, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	1.9K	+21%	—	—
May 22, 2026	Brenna Mcgibney	Chief Administration Officer	Other F	669	-7%	$21.98	$14.7K
May 22, 2026	Brenna Mcgibney	Chief Administration Officer	Exercise M	1.2K	+15%	—	—
May 22, 2026	John R Gallagher	Chief Operating Officer	Exercise M	2.1K	+17%	—	$0
May 22, 2026	John R Gallagher	Chief Operating Officer	Exercise M	3.3K	+50%	—	$0
May 22, 2026	John R Gallagher	Chief Operating Officer	Exercise M	865	+11%	—	$0
May 22, 2026	John R Gallagher	Chief Operating Officer	Other F	505	-1%	$21.98	$11.1K
May 22, 2026	John R Gallagher	Chief Operating Officer	Exercise M	2.1K	+6%	—	—
May 22, 2026	John R Gallagher	Chief Operating Officer	Other F	810	-2%	$21.98	$17.8K
May 22, 2026	John R Gallagher	Chief Operating Officer	Exercise M	3.3K	+10%	—	—
May 22, 2026	John R Gallagher	Chief Operating Officer	Other F	210	-1%	$21.98	$4.6K
May 22, 2026	John R Gallagher	Chief Operating Officer	Exercise M	865	+3%	—	—
May 22, 2026	Asher Bearman	Chief Legal Officer	Exercise M	1.8K	+17%	—	$0
May 22, 2026	Asher Bearman	Chief Legal Officer	Exercise M	379	+25%	—	$0
May 22, 2026	Asher Bearman	Chief Legal Officer	Exercise M	8	+42%	—	$0
May 22, 2026	Asher Bearman	Chief Legal Officer	Exercise M	265	+50%	—	$0
May 22, 2026	Asher Bearman	Chief Legal Officer	Other F	595	-1%	$21.98	$13.1K
May 22, 2026	Asher Bearman	Chief Legal Officer	Exercise M	1.8K	+3%	—	—
May 22, 2026	Asher Bearman	Chief Legal Officer	Other F	122	-0%	$21.98	$2.7K
May 22, 2026	Asher Bearman	Chief Legal Officer	Exercise M	379	+1%	—	—
May 22, 2026	Asher Bearman	Chief Legal Officer	Other F	2	-0%	$21.98	$44
May 22, 2026	Asher Bearman	Chief Legal Officer	Exercise M	8	+0%	—	—
May 22, 2026	Asher Bearman	Chief Legal Officer	Other F	85	-0%	$21.98	$1.9K
May 22, 2026	Asher Bearman	Chief Legal Officer	Exercise M	265	+0%	—	—
May 11, 2026	Howard E Rubin	Director	Grant A	562	New	—	$0
May 11, 2026	Bradley S Powell	Director	Grant A	6.6K	New	—	$0
May 11, 2026	Elizabeth Mclaughlin	Director	Grant A	3.3K	New	—	$0
May 11, 2026	Paulette R. Dodson	Director	Grant A	4.0K	New	—	$0
May 11, 2026	Max Broden	Director	Grant A	6.4K	New	—	$0
May 6, 2026	Darryl Rawlings	Director	Other J	1.4K	—	—	—
Apr 28, 2026	John R Gallagher	Chief Operating Officer	Sell S	431	-1%	$27.47	$11.8K
Mar 30, 2026	John R Gallagher	Chief Operating Officer	Sell S	430	-1%	$25.47	$11.0K

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.