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: 5/28/2026ACC: 0001371285-26-000139

InsiderMCGIBNEY BRENNACIK 1966925

→

IssuerTRUPANION, INC.CIK 1371285

Officer· Chief Administration Officer

Since Feb 2026

-3.44K

Net shares

Net seller

$75.5K

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

14.8%

5/22/2026

8.45K→9.70K

Common Stock

Direct

F · Tax Withholding

−669.00

Price / share

$21.98

Trade value

$14.70K

% of position

6.9%

5/22/2026

9.70K→9.03K

Common Stock

Direct

M · Option Exercise

+1.88K

Price / share

—

Trade value

—

% of position

20.8%

5/22/2026

9.03K→10.92K

Common Stock

Direct

F · Tax Withholding

−1.01K

Price / share

$21.98

Trade value

$22.13K

% of position

9.2%

5/22/2026

10.92K→9.91K

Common Stock

Direct

M · Option Exercise

+2.65K

Price / share

—

Trade value

—

% of position

26.8%

5/22/2026

9.91K→12.56K

Common Stock

Direct

F · Tax Withholding

−1.42K

Price / share

$21.98

Trade value

$31.19K

% of position

11.3%

5/22/2026

12.56K→11.14K

Common Stock

Direct

M · Option Exercise

+234.00

Price / share

—

Trade value

—

% of position

2.1%

5/25/2026

11.14K→11.38K

Common Stock

Direct

F · Tax Withholding

−125.00

Price / share

$21.86

Trade value

$2.73K

% of position

1.1%

5/25/2026

11.38K→11.25K

Common Stock

Direct

M · Option Exercise

+31.00

Price / share

—

Trade value

—

% of position

0.3%

5/25/2026

11.25K→11.28K

Common Stock

Direct

F · Tax Withholding

−16.00

Price / share

$21.86

Trade value

$349.76

% of position

0.1%

5/25/2026

11.28K→11.27K

Common Stock

Direct

M · Option Exercise

+18.00

Price / share

—

Trade value

—

% of position

0.2%

5/25/2026

11.27K→11.28K

Common Stock

Direct

F · Tax Withholding

−9.00

Price / share

$21.86

Trade value

$196.74

% of position

0.1%

5/25/2026

11.28K→11.27K

Common Stock

Direct

M · Option Exercise

+338.00

Price / share

—

Trade value

—

% of position

3.0%

5/25/2026

11.27K→11.61K

Common Stock

Direct

F · Tax Withholding

−180.00

Price / share

$21.86

Trade value

$3.93K

% of position

1.6%

5/25/2026

11.61K→11.43K

Common Stock

Direct

M · Option Exercise

+27.00

Price / share

—

Trade value

—

% of position

0.2%

5/25/2026

11.43K→11.46K

Common Stock

Direct

F · Tax Withholding

−14.00

Price / share

$21.86

Trade value

$306.04

% of position

0.1%

5/25/2026

11.46K→11.45K

Total

Net shares

+2.99K

Net value

-$75.55K

Security	Date	Type	Shares	Price / Share	Trade Value	% of Position	Held Before	Held After
Common Stock Direct	5/22/2026	M · Option Exercise	+1.25K	—	—	14.8%	8.45K	9.70K
Common Stock Direct	5/22/2026	F · Tax Withholding	−669.00	$21.98	$14.70K	6.9%	9.70K	9.03K
Common Stock Direct	5/22/2026	M · Option Exercise	+1.88K	—	—	20.8%	9.03K	10.92K
Common Stock Direct	5/22/2026	F · Tax Withholding	−1.01K	$21.98	$22.13K	9.2%	10.92K	9.91K
Common Stock Direct	5/22/2026	M · Option Exercise	+2.65K	—	—	26.8%	9.91K	12.56K
Common Stock Direct	5/22/2026	F · Tax Withholding	−1.42K	$21.98	$31.19K	11.3%	12.56K	11.14K
Common Stock Direct	5/25/2026	M · Option Exercise	+234.00	—	—	2.1%	11.14K	11.38K
Common Stock Direct	5/25/2026	F · Tax Withholding	−125.00	$21.86	$2.73K	1.1%	11.38K	11.25K
Common Stock Direct	5/25/2026	M · Option Exercise	+31.00	—	—	0.3%	11.25K	11.28K
Common Stock Direct	5/25/2026	F · Tax Withholding	−16.00	$21.86	$349.76	0.1%	11.28K	11.27K
Common Stock Direct	5/25/2026	M · Option Exercise	+18.00	—	—	0.2%	11.27K	11.28K
Common Stock Direct	5/25/2026	F · Tax Withholding	−9.00	$21.86	$196.74	0.1%	11.28K	11.27K
Common Stock Direct	5/25/2026	M · Option Exercise	+338.00	—	—	3.0%	11.27K	11.61K
Common Stock Direct	5/25/2026	F · Tax Withholding	−180.00	$21.86	$3.93K	1.6%	11.61K	11.43K
Common Stock Direct	5/25/2026	M · Option Exercise	+27.00	—	—	0.2%	11.43K	11.46K
Common Stock Direct	5/25/2026	F · Tax Withholding	−14.00	$21.86	$306.04	0.1%	11.46K	11.45K
Total			+2.99K		-$75.55K

Derivative Transactions8

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

1.25K shares

−1.25K

Strike price

Held after

8.75K

Exercisable

—

5/22/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

1.88K shares

−1.88K

Strike price

Held after

5.64K

Exercisable

—

5/22/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

2.65K shares

−2.65K

Strike price

Held after

18.56K

Exercisable

—

5/22/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

234.00 shares

−234.00

Strike price

Held after

234.00

Exercisable

—

5/25/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

31.00 shares

−31.00

Strike price

Held after

93.00

Exercisable

—

5/25/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

18.00 shares

−18.00

Strike price

Held after

69.00

Exercisable

—

5/25/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

338.00 shares

−338.00

Strike price

Held after

1.69K

Exercisable

—

5/25/2026

Restricted Stock Unit (RSU)

Direct

M · Option Exercise

Converts to

Common Stock

27.00 shares

−27.00

Strike price

Held after

136.00

Exercisable

—

5/25/2026

Security	Converts To	Date	Type	Shares	Exercisable	Held After
Restricted Stock Unit (RSU) Direct	Common Stock1.25K shares	5/22/2026	M · Option Exercise	−1.25K	—	8.75K
Restricted Stock Unit (RSU) Direct	Common Stock1.88K shares	5/22/2026	M · Option Exercise	−1.88K	—	5.64K
Restricted Stock Unit (RSU) Direct	Common Stock2.65K shares	5/22/2026	M · Option Exercise	−2.65K	—	18.56K
Restricted Stock Unit (RSU) Direct	Common Stock234.00 shares	5/25/2026	M · Option Exercise	−234.00	—	234.00
Restricted Stock Unit (RSU) Direct	Common Stock31.00 shares	5/25/2026	M · Option Exercise	−31.00	—	93.00
Restricted Stock Unit (RSU) Direct	Common Stock18.00 shares	5/25/2026	M · Option Exercise	−18.00	—	69.00
Restricted Stock Unit (RSU) Direct	Common Stock338.00 shares	5/25/2026	M · Option Exercise	−338.00	—	1.69K
Restricted Stock Unit (RSU) Direct	Common Stock27.00 shares	5/25/2026	M · Option Exercise	−27.00	—	136.00