MCGIBNEY BRENNA (Chief Administration Officer) exercised options at TRUPANION, INC.

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

M · 8 exercises

MCGIBNEY BRENNA

Filed: 8/26/2026ACC: 0001371285-26-000193

InsiderMCGIBNEY BRENNACIK 1966925

→

IssuerTRUPANION, INC.CIK 1371285

Officer· Chief Administration Officer

Since Feb 2026

-3.44K

Net shares

Net seller

$109.2K

Total sold

Open market trades

0B · 0S

Total transactions

6.43K acquired · 9.87K disposed

Non-Derivative Transactions16

Common Stock

Direct

M · Option Exercise

+1.25K

Price / share

—

Trade value

—

% of position

10.9%

8/22/2026

11.45K→12.70K

Common Stock

Direct

F · Tax Withholding

−669.00

Price / share

$31.76

Trade value

$21.25K

% of position

5.3%

8/22/2026

12.70K→12.03K

Common Stock

Direct

M · Option Exercise

+1.88K

Price / share

—

Trade value

—

% of position

15.6%

8/22/2026

12.03K→13.91K

Common Stock

Direct

F · Tax Withholding

−1.01K

Price / share

$31.76

Trade value

$31.95K

% of position

7.2%

8/22/2026

13.91K→12.90K

Common Stock

Direct

M · Option Exercise

+2.65K

Price / share

—

Trade value

—

% of position

20.6%

8/22/2026

12.90K→15.55K

Common Stock

Direct

F · Tax Withholding

−1.42K

Price / share

$31.76

Trade value

$45.07K

% of position

9.1%

8/22/2026

15.55K→14.13K

Common Stock

Direct

M · Option Exercise

+234.00

Price / share

—

Trade value

—

% of position

1.7%

8/25/2026

14.13K→14.37K

Common Stock

Direct

F · Tax Withholding

−125.00

Price / share

$31.84

Trade value

$3.98K

% of position

0.9%

8/25/2026

14.37K→14.24K

Common Stock

Direct

M · Option Exercise

+31.00

Price / share

—

Trade value

—

% of position

0.2%

8/25/2026

14.24K→14.27K

Common Stock

Direct

F · Tax Withholding

−16.00

Price / share

$31.84

Trade value

$509.44

% of position

0.1%

8/25/2026

14.27K→14.26K

Common Stock

Direct

M · Option Exercise

+17.00

Price / share

—

Trade value

—

% of position

0.1%

8/25/2026

14.26K→14.28K

Common Stock

Direct

F · Tax Withholding

−9.00

Price / share

$31.84

Trade value

$286.56

% of position

0.1%

8/25/2026

14.28K→14.27K

Common Stock

Direct

M · Option Exercise

+338.00

Price / share

—

Trade value

—

% of position

2.4%

8/25/2026

14.27K→14.60K

Common Stock

Direct

F · Tax Withholding

−180.00

Price / share

$31.84

Trade value

$5.73K

% of position

1.2%

8/25/2026

14.60K→14.42K

Common Stock

Direct

M · Option Exercise

+27.00

Price / share

—

Trade value

—

% of position

0.2%

8/25/2026

14.42K→14.45K

Common Stock

Direct

F · Tax Withholding

−14.00

Price / share

$31.84

Trade value

$445.76

% of position

0.1%

8/25/2026

14.45K→14.44K

Total

Net shares

+2.99K

Net value

-$109.22K

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Common Stock Direct	8/22/2026	M · Option Exercise	+1.25K	—	—	10.9%	11.45K	12.70K
Common Stock Direct	8/22/2026	F · Tax Withholding	−669.00	$31.76	$21.25K	5.3%	12.70K	12.03K
Common Stock Direct	8/22/2026	M · Option Exercise	+1.88K	—	—	15.6%	12.03K	13.91K
Common Stock Direct	8/22/2026	F · Tax Withholding	−1.01K	$31.76	$31.95K	7.2%	13.91K	12.90K
Common Stock Direct	8/22/2026	M · Option Exercise	+2.65K	—	—	20.6%	12.90K	15.55K
Common Stock Direct	8/22/2026	F · Tax Withholding	−1.42K	$31.76	$45.07K	9.1%	15.55K	14.13K
Common Stock Direct	8/25/2026	M · Option Exercise	+234.00	—	—	1.7%	14.13K	14.37K
Common Stock Direct	8/25/2026	F · Tax Withholding	−125.00	$31.84	$3.98K	0.9%	14.37K	14.24K
Common Stock Direct	8/25/2026	M · Option Exercise	+31.00	—	—	0.2%	14.24K	14.27K
Common Stock Direct	8/25/2026	F · Tax Withholding	−16.00	$31.84	$509.44	0.1%	14.27K	14.26K
Common Stock Direct	8/25/2026	M · Option Exercise	+17.00	—	—	0.1%	14.26K	14.28K
Common Stock Direct	8/25/2026	F · Tax Withholding	−9.00	$31.84	$286.56	0.1%	14.28K	14.27K
Common Stock Direct	8/25/2026	M · Option Exercise	+338.00	—	—	2.4%	14.27K	14.60K
Common Stock Direct	8/25/2026	F · Tax Withholding	−180.00	$31.84	$5.73K	1.2%	14.60K	14.42K
Common Stock Direct	8/25/2026	M · Option Exercise	+27.00	—	—	0.2%	14.42K	14.45K
Common Stock Direct	8/25/2026	F · Tax Withholding	−14.00	$31.84	$445.76	0.1%	14.45K	14.44K
Total			+2.99K		-$109.22K

Derivative Transactions8

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

1.25K shares

−1.25K

Strike price

Held after

7.50K

Exercisable

—

8/22/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

1.88K shares

−1.88K

Strike price

Held after

3.76K

Exercisable

—

8/22/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

2.65K shares

−2.65K

Strike price

Held after

15.91K

Exercisable

—

8/22/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

234.00 shares

−234.00

Strike price

Held after

0.00

Exercisable

—

8/25/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

31.00 shares

−31.00

Strike price

Held after

62.00

Exercisable

—

8/25/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

17.00 shares

−17.00

Strike price

Held after

52.00

Exercisable

—

8/25/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

338.00 shares

−338.00

Strike price

Held after

1.35K

Exercisable

—

8/25/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

27.00 shares

−27.00

Strike price

Held after

109.00

Exercisable

—

8/25/2026

Security	Converts To	Date	Type	Shares	Exercisable	Held After
Restricted Stock Unit (RSU) Direct	Common Stock1.25K shares	8/22/2026	M · Option Exercise	−1.25K	—	7.50K
Restricted Stock Unit (RSU) Direct	Common Stock1.88K shares	8/22/2026	M · Option Exercise	−1.88K	—	3.76K
Restricted Stock Unit (RSU) Direct	Common Stock2.65K shares	8/22/2026	M · Option Exercise	−2.65K	—	15.91K
Restricted Stock Unit (RSU) Direct	Common Stock234.00 shares	8/25/2026	M · Option Exercise	−234.00	—	0.00
Restricted Stock Unit (RSU) Direct	Common Stock31.00 shares	8/25/2026	M · Option Exercise	−31.00	—	62.00
Restricted Stock Unit (RSU) Direct	Common Stock17.00 shares	8/25/2026	M · Option Exercise	−17.00	—	52.00
Restricted Stock Unit (RSU) Direct	Common Stock338.00 shares	8/25/2026	M · Option Exercise	−338.00	—	1.35K
Restricted Stock Unit (RSU) Direct	Common Stock27.00 shares	8/25/2026	M · Option Exercise	−27.00	—	109.00