GALLAGHER JOHN R (Chief Operating Officer) exercised options at TRUPANION, INC.

Option exercise — a mechanical event triggered by vesting or expiry. Not a discretionary conviction trade.

M · 4 exercises

GALLAGHER JOHN R

Filed: 2/27/2026ACC: 0001371285-26-000054

InsiderGALLAGHER JOHN RCIK 1967117

→

IssuerTRUPANION, INC.CIK 1371285

Officer· Chief Operating Officer

Since Feb 2026

-304.00

Net shares

Net seller

$8.1K

Total sold

Open market trades

0B · 0S

Total transactions

1.26K acquired · 1.56K disposed

Non-Derivative Transactions8

Common Stock

Direct

M · Option Exercise

+735.00

Price / share

—

Trade value

—

% of position

2.0%

2/25/2026

36.71K→37.45K

Common Stock

Direct

F · Tax Withholding

−178.00

Price / share

$26.70

Trade value

$4.75K

% of position

0.5%

2/25/2026

37.45K→37.27K

Common Stock

Direct

M · Option Exercise

+29.00

Price / share

—

Trade value

—

% of position

0.1%

2/25/2026

37.27K→37.30K

Common Stock

Direct

F · Tax Withholding

−7.00

Price / share

$26.70

Trade value

$186.90

% of position

0.0%

2/25/2026

37.30K→37.29K

Common Stock

Direct

M · Option Exercise

+451.00

Price / share

—

Trade value

—

% of position

1.2%

2/25/2026

37.29K→37.74K

Common Stock

Direct

F · Tax Withholding

−109.00

Price / share

$26.70

Trade value

$2.91K

% of position

0.3%

2/25/2026

37.74K→37.63K

Common Stock

Direct

M · Option Exercise

+45.00

Price / share

—

Trade value

—

% of position

0.1%

2/25/2026

37.63K→37.68K

Common Stock

Direct

F · Tax Withholding

−10.00

Price / share

$26.70

Trade value

$267.00

% of position

0.0%

2/25/2026

37.68K→37.67K

Total

Net shares

+956.00

Net value

-$8.12K

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Common Stock Direct	2/25/2026	M · Option Exercise	+735.00	—	—	2.0%	36.71K	37.45K
Common Stock Direct	2/25/2026	F · Tax Withholding	−178.00	$26.70	$4.75K	0.5%	37.45K	37.27K
Common Stock Direct	2/25/2026	M · Option Exercise	+29.00	—	—	0.1%	37.27K	37.30K
Common Stock Direct	2/25/2026	F · Tax Withholding	−7.00	$26.70	$186.90	0.0%	37.30K	37.29K
Common Stock Direct	2/25/2026	M · Option Exercise	+451.00	—	—	1.2%	37.29K	37.74K
Common Stock Direct	2/25/2026	F · Tax Withholding	−109.00	$26.70	$2.91K	0.3%	37.74K	37.63K
Common Stock Direct	2/25/2026	M · Option Exercise	+45.00	—	—	0.1%	37.63K	37.68K
Common Stock Direct	2/25/2026	F · Tax Withholding	−10.00	$26.70	$267.00	0.0%	37.68K	37.67K
Total			+956.00		-$8.12K

Derivative Transactions4

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

735.00 shares

−735.00

Strike price

Held after

0.00

Exercisable

—

2/25/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

29.00 shares

−29.00

Strike price

Held after

144.00

Exercisable

—

2/25/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

451.00 shares

−451.00

Strike price

Held after

2.71K

Exercisable

—

2/25/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

45.00 shares

−45.00

Strike price

Held after

270.00

Exercisable

—

2/25/2026

Security	Converts To	Date	Type	Shares	Exercisable	Held After
Restricted Stock Unit (RSU) Direct	Common Stock735.00 shares	2/25/2026	M · Option Exercise	−735.00	—	0.00
Restricted Stock Unit (RSU) Direct	Common Stock29.00 shares	2/25/2026	M · Option Exercise	−29.00	—	144.00
Restricted Stock Unit (RSU) Direct	Common Stock451.00 shares	2/25/2026	M · Option Exercise	−451.00	—	2.71K
Restricted Stock Unit (RSU) Direct	Common Stock45.00 shares	2/25/2026	M · Option Exercise	−45.00	—	270.00