TOOTH MARGARET (Chief Marketing Officer) exercised options at TRUPANION, INC.

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

M · 4 exercises

TOOTH MARGARET

Filed: 2/24/2026ACC: 0001371285-26-000034

InsiderTOOTH MARGARETCIK 1657025

→

IssuerTRUPANION, INC.CIK 1371285

Officer· Chief Marketing Officer

Since Jul 2018

+61.44K

Net shares

Net buyer

$110.3K

Total sold

Open market trades

0B · 0S

Total transactions

81.35K acquired · 19.91K disposed

Non-Derivative Transactions8

Common Stock

Direct

M · Option Exercise

+6.25K

Price / share

—

Trade value

—

% of position

4.2%

2/22/2026

150.29K→156.54K

Common Stock

Direct

F · Tax Withholding

−1.71K

Price / share

$27.16

Trade value

$46.36K

% of position

1.1%

2/22/2026

156.54K→154.84K

Common Stock

Direct

M · Option Exercise

+313.00

Price / share

—

Trade value

—

% of position

0.2%

2/22/2026

154.84K→155.15K

Common Stock

Direct

F · Tax Withholding

−92.00

Price / share

$27.16

Trade value

$2.50K

% of position

0.1%

2/22/2026

155.15K→155.06K

Common Stock

Direct

M · Option Exercise

+6.25K

Price / share

—

Trade value

—

% of position

4.0%

2/22/2026

155.06K→161.31K

Common Stock

Direct

F · Tax Withholding

−1.52K

Price / share

$27.16

Trade value

$41.31K

% of position

0.9%

2/22/2026

161.31K→159.79K

Common Stock

Direct

M · Option Exercise

+3.04K

Price / share

—

Trade value

—

% of position

1.9%

2/22/2026

159.79K→162.83K

Common Stock

Direct

F · Tax Withholding

−740.00

Price / share

$27.16

Trade value

$20.10K

% of position

0.5%

2/22/2026

162.83K→162.09K

Total

Net shares

+11.79K

Net value

-$110.27K

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Common Stock Direct	2/22/2026	M · Option Exercise	+6.25K	—	—	4.2%	150.29K	156.54K
Common Stock Direct	2/22/2026	F · Tax Withholding	−1.71K	$27.16	$46.36K	1.1%	156.54K	154.84K
Common Stock Direct	2/22/2026	M · Option Exercise	+313.00	—	—	0.2%	154.84K	155.15K
Common Stock Direct	2/22/2026	F · Tax Withholding	−92.00	$27.16	$2.50K	0.1%	155.15K	155.06K
Common Stock Direct	2/22/2026	M · Option Exercise	+6.25K	—	—	4.0%	155.06K	161.31K
Common Stock Direct	2/22/2026	F · Tax Withholding	−1.52K	$27.16	$41.31K	0.9%	161.31K	159.79K
Common Stock Direct	2/22/2026	M · Option Exercise	+3.04K	—	—	1.9%	159.79K	162.83K
Common Stock Direct	2/22/2026	F · Tax Withholding	−740.00	$27.16	$20.10K	0.5%	162.83K	162.09K
Total			+11.79K		-$110.27K

Derivative Transactions5

Restricted Stock Unit (RSU)

Direct

A · Award

Converts to

Common Stock

65.50K shares

+65.50K

Strike price

Held after

65.50K

Exercisable

—

2/20/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

6.25K shares

−6.25K

Strike price

Held after

0.00

Exercisable

—

2/22/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

313.00 shares

−313.00

Strike price

Held after

2.50K

Exercisable

—

2/22/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

6.25K shares

−6.25K

Strike price

Held after

25K

Exercisable

—

2/22/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

3.04K shares

−3.04K

Strike price

Held after

30.43K

Exercisable

—

2/22/2026

Security	Converts To	Date	Type	Shares	Exercisable	Held After
Restricted Stock Unit (RSU) Direct	Common Stock65.50K shares	2/20/2026	A · Award	+65.50K	—	65.50K
Restricted Stock Unit (RSU) Direct	Common Stock6.25K shares	2/22/2026	M · Option Exercise	−6.25K	—	0.00
Restricted Stock Unit (RSU) Direct	Common Stock313.00 shares	2/22/2026	M · Option Exercise	−313.00	—	2.50K
Restricted Stock Unit (RSU) Direct	Common Stock6.25K shares	2/22/2026	M · Option Exercise	−6.25K	—	25K
Restricted Stock Unit (RSU) Direct	Common Stock3.04K shares	2/22/2026	M · Option Exercise	−3.04K	—	30.43K