TOOTH MARGARET (Chief Marketing Officer) sold 6.1% of their position (9.80K shares) of TRUPANION, INC. on the open market

Open‑market sale worth $346.1K — a moderate reduction. Review remaining holdings and any 10b5‑1 plan disclosures.

S · 2 sales

TOOTH MARGARET

Filed: 11/26/2025ACC: 0001657025-25-000013

InsiderTOOTH MARGARETCIK 1657025

→

IssuerTRUPANION, INC.CIK 1371285

Officer· Chief Marketing Officer

Since Jul 2018

-11.58K

Net shares

Net seller

$408.9K

Total sold

Open market trades

0B · 2S

Total transactions

12.52K acquired · 24.09K disposed

Non-Derivative Transactions7

Common Stock

Direct

M · Option Exercise

+1.25K

Price / share

—

Trade value

—

% of position

0.8%

11/25/2025

150.96K→152.21K

Common Stock

Direct

F · Tax Withholding

−491.00

Price / share

$35.36

Trade value

$17.36K

% of position

0.3%

11/25/2025

152.21K→151.72K

Common Stock

Direct

M · Option Exercise

+3.27K

Price / share

—

Trade value

—

% of position

2.2%

11/25/2025

151.72K→154.99K

Common Stock

Direct

F · Tax Withholding

−1.28K

Price / share

$35.36

Trade value

$45.44K

% of position

0.8%

11/25/2025

154.99K→153.70K

Common Stock

Direct

M · Option Exercise

+8K

Price / share

$8.93

Trade value

$71.44K

% of position

5.2%

11/25/2025

153.70K→161.70K

Common Stock

Direct

S · Sale

−8K

Price / share

$35.31

Trade value

$282.48K

% of position

4.9%

11/25/2025

161.70K→153.70K

Common Stock

Direct

S · Sale

−1.80K

Price / share

$35.31

Trade value

$63.66K

% of position

1.2%

11/25/2025

153.70K→151.90K

Total

Net shares

+937.00

Net value

-$337.50K

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Common Stock Direct	11/25/2025	M · Option Exercise	+1.25K	—	—	0.8%	150.96K	152.21K
Common Stock Direct	11/25/2025	F · Tax Withholding	−491.00	$35.36	$17.36K	0.3%	152.21K	151.72K
Common Stock Direct	11/25/2025	M · Option Exercise	+3.27K	—	—	2.2%	151.72K	154.99K
Common Stock Direct	11/25/2025	F · Tax Withholding	−1.28K	$35.36	$45.44K	0.8%	154.99K	153.70K
Common Stock Direct	11/25/2025	M · Option Exercise	+8K	$8.93	$71.44K	5.2%	153.70K	161.70K
Common Stock Direct	11/25/2025	S · Sale	−8K	$35.31	$282.48K	4.9%	161.70K	153.70K
Common Stock Direct	11/25/2025	S · Sale	−1.80K	$35.31	$63.66K	1.2%	153.70K	151.90K
Total			+937.00		-$337.50K

Derivative Transactions3

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

1.25K shares

−1.25K

Strike price

Held after

8.75K

Exercisable

—

11/25/2025

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

3.27K shares

−3.27K

Strike price

Held after

3.27K

Exercisable

—

11/25/2025

Stock Option (right to buy)

Direct

M · Option Exercise

Converts to

Common Stock

8K shares

−8K

Strike price

8.93

Held after

Exercisable

—

11/25/2025

Security	Converts To	Date	Type	Shares	Strike Price	Exercisable	Held After
Restricted Stock Unit (RSU) Direct	Common Stock1.25K shares	11/25/2025	M · Option Exercise	−1.25K		—	8.75K
Restricted Stock Unit (RSU) Direct	Common Stock3.27K shares	11/25/2025	M · Option Exercise	−3.27K		—	3.27K
Stock Option (right to buy) Direct	Common Stock8K shares	11/25/2025	M · Option Exercise	−8K	8.93	—	8K