Insider · CIK 0001611679

RAWLINGS DARRYL

Reports to the SEC for 1 company · SEATTLE, WA

sec.gov

Transactions

Companies

Filings

CIK

0001611679

Forms 4 and 5

Insider transactions

50 trades

Date	Company	Role	Code	Shares	Price	Value	Shares after
2026-08-22	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+313 sh	—	—	25,151
2026-08-22	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−313 sh	—	—	1,875
2026-05-22	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+312 sh	—	—	24,838
2026-05-22	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−312 sh	—	—	2,188
2026-05-06	TRUPTRUPANION, INC.J Other	Director	JOther	+1,359 sh	—	—	1,435,340
2026-02-25	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+946 sh	—	—	42,232
2026-02-25	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−946 sh	—	—	0
2026-02-22	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+313 sh	—	—	35,036
2026-02-22	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+6,250 sh	—	—	41,286
2026-02-22	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−313 sh	—	—	2,500
2026-02-22	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−6,250 sh	—	—	0
2025-11-25	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+946 sh	—	—	34,723
2025-11-25	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−946 sh	—	—	946
2025-11-24	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+312 sh	—	—	27,527
2025-11-24	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+6,250 sh	—	—	33,777
2025-11-24	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−312 sh	—	—	2,813
2025-11-24	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−6,250 sh	—	—	6,250
2025-11-20	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+2,000 sh	$14.95	+$29.9K	27,215
2025-11-20	TRUPTRUPANION, INC. · Stock Option (right to buy)M Exercise/Conversion	Director	MExercise/Conversion	−2,000 sh	—	—	0
2025-09-04	TRUPTRUPANION, INC.S Sale	Director	SSale	−30.4K sh	$44.70	−$1.36M	1,413,281
2025-09-03	TRUPTRUPANION, INC.S Sale	Director	SSale	−19.6K sh	$44.79	−$879K	1,443,650
2025-08-25	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+946 sh	—	—	25,215
2025-08-25	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−946 sh	—	—	1,892
2025-08-22	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+6,250 sh	—	—	23,956
2025-08-22	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+313 sh	—	—	24,269
2025-08-22	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−6,250 sh	—	—	12,500
2025-08-22	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−313 sh	—	—	3,125
2025-05-22	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+6,250 sh	—	—	650,621
2025-05-22	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+312 sh	—	—	650,933
2025-05-22	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+945 sh	—	—	651,878
2025-05-22	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−6,250 sh	—	—	18,750
2025-05-22	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−312 sh	—	—	3,438
2025-05-22	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−945 sh	—	—	2,838
2025-02-25	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+2,738 sh	—	—	644,321
2025-02-25	TRUPTRUPANION, INC.F Tax Payment	Director	FTax Payment	−666 sh	$34.12	−$22.7K	643,655
2025-02-25	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+946 sh	—	—	644,601
2025-02-25	TRUPTRUPANION, INC.F Tax Payment	Director	FTax Payment	−230 sh	$34.12	−$7,847.6	644,371
2025-02-25	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−2,738 sh	—	—	0
2025-02-25	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−946 sh	—	—	3,783
2025-02-24	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+6,250 sh	—	—	642,431
2025-02-24	TRUPTRUPANION, INC.F Tax Payment	Director	FTax Payment	−1,728 sh	$33.41	−$57.7K	640,703
2025-02-24	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+1,250 sh	—	—	641,953
2025-02-24	TRUPTRUPANION, INC.F Tax Payment	Director	FTax Payment	−370 sh	$33.41	−$12.4K	641,583
2025-02-24	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−6,250 sh	—	—	25,000
2025-02-24	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−1,250 sh	—	—	3,750
2024-11-25	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+946 sh	—	—	630,819
2024-11-25	TRUPTRUPANION, INC.F Tax Payment	Director	FTax Payment	−372 sh	$53.46	−$19.9K	630,447
2024-11-25	TRUPTRUPANION, INC.M Exercise/Conversion	Director	MExercise/Conversion	+2,738 sh	—	—	633,185
2024-11-25	TRUPTRUPANION, INC.F Tax Payment	Director	FTax Payment	−1,077 sh	$53.46	−$57.6K	632,108
2024-11-25	TRUPTRUPANION, INC. · Restricted Stock Unit (RSU)M Exercise/Conversion	Director	MExercise/Conversion	−946 sh	—	—	4,729

Recent filings

Accepted (ET)
Aug 264
RAWLINGS DARRYL0001371285-26-000188
SEC(opens sec.gov)
May 274
RAWLINGS DARRYL0001371285-26-000143
SEC(opens sec.gov)
May 84
RAWLINGS DARRYL0001371285-26-000100
SEC(opens sec.gov)
Feb 274
RAWLINGS DARRYL0001371285-26-000058
SEC(opens sec.gov)
Feb 244
RAWLINGS DARRYL0001371285-26-000033
SEC(opens sec.gov)
Nov 264
RAWLINGS DARRYL0001611679-25-000008
SEC(opens sec.gov)
Nov 254
RAWLINGS DARRYL0001611679-25-000006
SEC(opens sec.gov)
Nov 204
RAWLINGS DARRYL0001611679-25-000004
SEC(opens sec.gov)
Sep 54
RAWLINGS DARRYL0001371285-25-000229
SEC(opens sec.gov)

Companies

TRUPANION, INC.DirectorTRUP

Address

C/O TRUPANION, INC. 6100 4TH AVENUE SOUTH, SUITE 200

SEATTLE, WA, 98108