Trupanion, Inc. (TRUP) · Insider trading

What Trupanion's directors, officers and largest holders bought and sold themselves, from the Form 4 each of them files with the SEC within two business days of a trade. Open-market purchases and sales first: those are the trades somebody chose to make at the market price.

Bought, 12 months

0 insiders, 0 trades

Sold, 12 months

$2.94M

5 insiders, 61% under a plan

Net, 12 months

−$2.94M

bought less sold

Latest filing

2026-10-13

filings read to 2026-10-19

Bought and sold at the market, by month

Two years. Purchases above the line, sales below, in dollars.

Bought Sold Largest month: $2.65M

Who traded, two years

Insider	Bought	Sold	Trades	Last trade	Holds after
Rawlings DarrylDirector	–	$2.24M	2	2025-09-04	–
Tooth MargaretDirector, CEO	–	$2.14M	18	2026-10-09	184,952
Qureshi FawwadChief Financial Officer	–	$2.00M	14	2026-08-26	4,230
Gallagher John RChief Operating Officer	–	$925,588	13	2026-09-28	33,311
Dreyer EmilyChief Revenue Officer	–	$893,025	5	2026-03-04	35,627
Weinrauch SteveEVP, North Am & Vet Strategy	–	$780,646	3	2026-06-05	78,062
McGibney BrennaChief Administration Officer	–	$383,812	3	2025-06-02	1,317
Low Murray BDirector	–	$114,940	2	2025-01-03	131,321
Worra TravisGeneral Manager	–	$105,440	1	2024-11-04	3,757

Open-market purchases and sales

Newest first. “Plan” marks a trade made under a 10b5-1 plan set up in advance.

Date	Insider	Trade	Shares	Price	Value	Holds after	Filing
2026-10-09	Tooth MargaretDirector, CEO	Saleplan	1,000	25.84	$25,840	184,952	Form 4
2026-09-28	Gallagher John RChief Operating Officer	Saleplan	431	22.92	$9,879	33,311	Form 4
2026-09-11	Tooth MargaretDirector, CEO	Saleplan	1,000	25.00	$25,000	185,952	Form 4
2026-08-28	Gallagher John RChief Operating Officer	Saleplan	3,604	29.70	$107,039	33,742	Form 4
2026-08-26	Qureshi FawwadChief Financial Officer	Sale	6,111	30.01	$183,391	4,230	Form 4
2026-08-25	Tooth MargaretDirector, CEO	Sale	491	31.84	$15,633	186,952	Form 4
2026-08-11	Tooth MargaretDirector, CEO	Saleplan	978	29.05	$28,411	175,401	Form 4
2026-07-28	Gallagher John RChief Operating Officer	Saleplan	431	25.08	$10,809	32,203	Form 4
2026-06-29	Gallagher John RChief Operating Officer	Saleplan	431	25.35	$10,926	32,634	Form 4
2026-06-05	Weinrauch SteveEVP, North Am & Vet Strategy	Sale	6,674	22.00	$146,828	78,062	Form 4
2026-05-28	Gallagher John RChief Operating Officer	Sale	3,603	21.69	$78,149	33,065	Form 4
2026-05-27	Qureshi FawwadChief Financial Officer	Sale	6,007	22.17	$133,175	2,251	Form 4
2026-05-27	Qureshi FawwadChief Financial Officer	Sale	170	22.63	$3,847	2,081	Form 4
2026-05-25	Tooth MargaretDirector, CEO	Sale	491	21.86	$10,733	176,379	Form 4
2026-04-28	Gallagher John RChief Operating Officer	Sale	431	27.47	$11,840	31,526	Form 4
2026-03-30	Gallagher John RChief Operating Officer	Sale	430	25.47	$10,952	31,957	Form 4
2026-03-04	Dreyer EmilyChief Revenue Officer	Sale	7,792	28.15	$219,345	35,627	Form 4
2026-02-27	Gallagher John RChief Operating Officer	Sale	5,283	26.52	$140,105	32,387	Form 4
2026-02-27	Qureshi FawwadChief Financial Officer	Sale	2,837	26.46	$75,067	0	Form 4
2026-02-25	Weinrauch SteveEVP, North Am & Vet Strategy	Sale	85	26.70	$2,270	72,559	Form 4
2026-02-25	Qureshi FawwadChief Financial Officer	Sale	4,645	25.61	$118,958	0	Form 4
2026-01-28	Gallagher John RChief Operating Officer	Saleplan	430	31.67	$13,618	31,861	Form 4
2025-12-29	Gallagher John RChief Operating Officer	Saleplan	430	37.55	$16,146	32,291	Form 4
2025-12-19	Tooth MargaretDirector, CEO	Saleplan	8,000	37.88	$303,040	151,899	Form 4
2025-12-19	Tooth MargaretDirector, CEO	Saleplan	1,605	37.91	$60,846	150,294	Form 4
2025-11-28	Gallagher John RChief Operating Officer	Saleplan	6,383	34.82	$222,256	32,721	Form 4
2025-11-26	Qureshi FawwadChief Financial Officer	Saleplan	6,202	35.45	$219,861	0	Form 4
2025-11-25	Tooth MargaretDirector, CEO	Saleplan	8,000	35.31	$282,480	153,702	Form 4
2025-11-25	Tooth MargaretDirector, CEO	Saleplan	1,803	35.31	$63,664	151,899	Form 4
2025-10-27	Tooth MargaretDirector, CEO	Saleplan	6,000	43.72	$262,320	144,229	Form 4
2025-10-27	Tooth MargaretDirector, CEO	Saleplan	2,884	43.74	$126,146	141,345	Form 4
2025-09-25	Tooth MargaretDirector, CEO	Saleplan	2,961	41.88	$124,007	144,229	Form 4/A
2025-09-04	Rawlings DarrylDirector	Saleindirect	30,369	44.70	$1.36M	1,413,281	Form 4
2025-09-03	Rawlings DarrylDirector	Saleindirect	19,631	44.79	$879,272	1,443,650	Form 4
2025-09-02	Qureshi FawwadChief Financial Officer	Saleplan	6,451	45.15	$291,263	0	Form 4
2025-08-26	Qureshi FawwadChief Financial Officer	Saleplan	2,800	45.56	$127,568	6,451	Form 4
2025-06-06	Tooth MargaretDirector, CEO	Sale	200	48.57	$9,714	129,296	Form 4
2025-06-02	McGibney BrennaChief Administration Officer	Sale	2,390	45.17	$107,956	1,317	Form 4
2025-05-29	Gallagher John RChief Operating Officer	Sale	4,000	47.90	$191,600	26,966	Form 4
2025-05-29	Qureshi FawwadChief Financial Officer	Sale	2,534	48.31	$122,418	3,545	Form 4

21 more

2025-05-27	Qureshi FawwadChief Financial Officer	Saleplan	828	45.53	$37,699	6,079	Form 4
2025-05-20	Tooth MargaretDirector, CEO	Sale	4,000	45.86	$183,440	118,784	Form 4
2025-05-19	McGibney BrennaChief Administration Officer	Sale	2,421	45.81	$110,906	1,317	Form 4
2025-04-21	Tooth MargaretDirector, CEO	Saleplan	4,000	33.34	$133,360	118,784	Form 4
2025-03-20	Tooth MargaretDirector, CEO	Saleplan	4,000	37.18	$148,720	118,784	Form 4
2025-03-07	Dreyer EmilySVP, Channel Growth	Sale	10,654	32.41	$345,296	31,016	Form 4
2025-03-07	Dreyer EmilySVP, Channel Growth	Sale	3,371	32.41	$109,254	27,645	Form 4
2025-03-07	Gallagher John RChief Operating Officer	Sale	3,100	32.99	$102,269	25,549	Form 4
2025-03-07	McGibney BrennaChief Administration Officer	Sale	5,000	32.99	$164,950	3,738	Form 4
2025-03-04	Tooth MargaretDirector, CEO	Saleplan	2,294	31.39	$72,009	118,784	Form 4
2025-02-27	Qureshi FawwadChief Financial Officer	Sale	2,416	33.88	$81,854	0	Form 4
2025-02-26	Qureshi FawwadChief Financial Officer	Sale	1,373	34.22	$46,984	2,416	Form 4
2025-01-03	Low Murray BDirector	Saleplan	192	50.00	$9,600	131,321	Form 4
2024-11-29	Qureshi FawwadChief Financial Officer	Saleplan	9,867	53.08	$523,740	0	Form 4
2024-11-26	Qureshi FawwadChief Financial Officer	Saleplan	622	52.61	$32,723	9,867	Form 4
2024-11-25	Dreyer EmilySVP, Channel Growth	Sale	900	54.55	$49,095	23,808	Form 4
2024-11-22	Dreyer EmilySVP, Channel Growth	Sale	3,100	54.85	$170,035	24,708	Form 4
2024-11-21	Weinrauch SteveEVP, North Am & Vet Strategy	Sale	11,916	53.00	$631,548	48,978	Form 4
2024-11-20	Tooth MargaretDirector, CEO	Sale	5,000	52.00	$260,000	94,984	Form 4
2024-11-06	Low Murray BDirector	Sale	2,000	52.67	$105,340	131,513	Form 4
2024-11-04	Worra TravisGeneral Manager	Sale	2,000	52.72	$105,440	3,757	Form 4

Grants, exercises and other transactions

Pay, tax and paperwork rather than a choice to trade at the market price. Two years.

395 × option exercise335 × shares withheld for tax1 × other

Show them

Date	Insider	What	Shares	Price	Holds after	Filing
2026-08-25	Gallagher John RChief Operating Officer	Option exercise M	+28	–	36,975	Form 4
2026-08-25	Gallagher John RChief Operating Officer	Shares withheld for tax F	−6	31.84	36,969	Form 4
2026-08-25	Gallagher John RChief Operating Officer	Option exercise M	+452	–	37,421	Form 4
2026-08-25	Gallagher John RChief Operating Officer	Shares withheld for tax F	−110	31.84	37,311	Form 4
2026-08-25	Gallagher John RChief Operating Officer	Option exercise M	+45	–	37,356	Form 4
2026-08-25	Gallagher John RChief Operating Officer	Shares withheld for tax F	−10	31.84	37,346	Form 4
2026-08-25	Tooth MargaretDirector, CEO	Option exercise M	+1,250	–	187,443	Form 4
2026-08-25	Qureshi FawwadChief Financial Officer	Option exercise M	+3,750	–	11,838	Form 4
2026-08-25	Qureshi FawwadChief Financial Officer	Shares withheld for tax F	−1,497	31.84	10,341	Form 4
2026-08-25	Wheeler SimonEVP, Trupanion International	Option exercise M	+322	–	25,488	Form 4
2026-08-25	Wheeler SimonEVP, Trupanion International	Shares withheld for tax F	−161	31.84	25,327	Form 4
2026-08-25	McGibney BrennaChief Administration Officer	Option exercise M	+234	–	14,368	Form 4
2026-08-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−125	31.84	14,243	Form 4
2026-08-25	McGibney BrennaChief Administration Officer	Option exercise M	+31	–	14,274	Form 4
2026-08-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−16	31.84	14,258	Form 4
2026-08-25	McGibney BrennaChief Administration Officer	Option exercise M	+17	–	14,275	Form 4
2026-08-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−9	31.84	14,266	Form 4
2026-08-25	McGibney BrennaChief Administration Officer	Option exercise M	+338	–	14,604	Form 4
2026-08-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−180	31.84	14,424	Form 4
2026-08-25	McGibney BrennaChief Administration Officer	Option exercise M	+27	–	14,451	Form 4
2026-08-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−14	31.84	14,437	Form 4
2026-08-25	Weinrauch SteveEVP, North Am & Vet Strategy	Option exercise M	+41	–	81,481	Form 4
2026-08-25	Weinrauch SteveEVP, North Am & Vet Strategy	Shares withheld for tax F	−9	31.84	81,472	Form 4
2026-08-25	Weinrauch SteveEVP, North Am & Vet Strategy	Option exercise M	+354	–	81,826	Form 4
2026-08-25	Weinrauch SteveEVP, North Am & Vet Strategy	Shares withheld for tax F	−86	31.84	81,740	Form 4
2026-08-25	Bearman AsherChief Legal Officer	Option exercise M	+125	–	74,053	Form 4
2026-08-25	Bearman AsherChief Legal Officer	Shares withheld for tax F	−40	31.84	74,013	Form 4
2026-08-22	Rawlings DarrylDirector	Option exercise M	+313	–	25,151	Form 4
2026-08-22	Gallagher John RChief Operating Officer	Option exercise M	+865	–	33,068	Form 4
2026-08-22	Gallagher John RChief Operating Officer	Shares withheld for tax F	−210	31.76	32,858	Form 4
2026-08-22	Gallagher John RChief Operating Officer	Option exercise M	+3,328	–	36,186	Form 4
2026-08-22	Gallagher John RChief Operating Officer	Shares withheld for tax F	−810	31.76	35,376	Form 4
2026-08-22	Gallagher John RChief Operating Officer	Option exercise M	+2,076	–	37,452	Form 4
2026-08-22	Gallagher John RChief Operating Officer	Shares withheld for tax F	−505	31.76	36,947	Form 4
2026-08-22	Tooth MargaretDirector, CEO	Option exercise M	+313	–	175,714	Form 4
2026-08-22	Tooth MargaretDirector, CEO	Shares withheld for tax F	−123	31.76	175,591	Form 4
2026-08-22	Tooth MargaretDirector, CEO	Option exercise M	+3,042	–	178,633	Form 4
2026-08-22	Tooth MargaretDirector, CEO	Shares withheld for tax F	−1,197	31.76	177,436	Form 4
2026-08-22	Tooth MargaretDirector, CEO	Option exercise M	+6,250	–	183,686	Form 4
2026-08-22	Tooth MargaretDirector, CEO	Shares withheld for tax F	−2,459	31.76	181,227	Form 4
2026-08-22	Tooth MargaretDirector, CEO	Option exercise M	+8,187	–	189,414	Form 4
2026-08-22	Tooth MargaretDirector, CEO	Shares withheld for tax F	−3,221	31.76	186,193	Form 4
2026-08-22	Qureshi FawwadChief Financial Officer	Option exercise M	+313	–	2,394	Form 4
2026-08-22	Qureshi FawwadChief Financial Officer	Shares withheld for tax F	−124	31.76	2,270	Form 4
2026-08-22	Qureshi FawwadChief Financial Officer	Option exercise M	+5,248	–	7,518	Form 4
2026-08-22	Qureshi FawwadChief Financial Officer	Shares withheld for tax F	−2,095	31.76	5,423	Form 4
2026-08-22	Qureshi FawwadChief Financial Officer	Option exercise M	+4,435	–	9,858	Form 4
2026-08-22	Qureshi FawwadChief Financial Officer	Shares withheld for tax F	−1,770	31.76	8,088	Form 4
2026-08-22	Wheeler SimonEVP, Trupanion International	Option exercise M	+528	–	24,767	Form 4
2026-08-22	Wheeler SimonEVP, Trupanion International	Shares withheld for tax F	−263	31.76	24,504	Form 4
2026-08-22	Wheeler SimonEVP, Trupanion International	Option exercise M	+385	–	24,889	Form 4
2026-08-22	Wheeler SimonEVP, Trupanion International	Shares withheld for tax F	−192	31.76	24,697	Form 4
2026-08-22	Wheeler SimonEVP, Trupanion International	Option exercise M	+938	–	25,635	Form 4
2026-08-22	Wheeler SimonEVP, Trupanion International	Shares withheld for tax F	−469	31.76	25,166	Form 4
2026-08-22	McGibney BrennaChief Administration Officer	Option exercise M	+1,250	–	12,695	Form 4
2026-08-22	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−669	31.76	12,026	Form 4
2026-08-22	McGibney BrennaChief Administration Officer	Option exercise M	+1,881	–	13,907	Form 4
2026-08-22	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−1,006	31.76	12,901	Form 4
2026-08-22	McGibney BrennaChief Administration Officer	Option exercise M	+2,652	–	15,553	Form 4
2026-08-22	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−1,419	31.76	14,134	Form 4
2026-08-22	Weinrauch SteveEVP, North Am & Vet Strategy	Option exercise M	+2,931	–	80,993	Form 4
2026-08-22	Weinrauch SteveEVP, North Am & Vet Strategy	Shares withheld for tax F	−713	31.76	80,280	Form 4
2026-08-22	Weinrauch SteveEVP, North Am & Vet Strategy	Option exercise M	+1,533	–	81,813	Form 4
2026-08-22	Weinrauch SteveEVP, North Am & Vet Strategy	Shares withheld for tax F	−373	31.76	81,440	Form 4
2026-08-22	Bearman AsherChief Legal Officer	Option exercise M	+265	–	72,509	Form 4
2026-08-22	Bearman AsherChief Legal Officer	Shares withheld for tax F	−86	31.76	72,423	Form 4
2026-08-22	Bearman AsherChief Legal Officer	Option exercise M	+9	–	72,432	Form 4
2026-08-22	Bearman AsherChief Legal Officer	Shares withheld for tax F	−2	31.76	72,430	Form 4
2026-08-22	Bearman AsherChief Legal Officer	Option exercise M	+379	–	72,809	Form 4
2026-08-22	Bearman AsherChief Legal Officer	Shares withheld for tax F	−123	31.76	72,686	Form 4
2026-08-22	Bearman AsherChief Legal Officer	Option exercise M	+1,832	–	74,518	Form 4
2026-08-22	Bearman AsherChief Legal Officer	Shares withheld for tax F	−590	31.76	73,928	Form 4
2026-08-22	Powell Bradley SDirector	Option exercise M	+1,640	–	3,546	Form 4
2026-08-22	Rubin Howard eDirector	Option exercise M	+140	–	233,008	Form 4
2026-08-22	Rubin Howard eDirector	Option exercise M	+140	–	233,148	Form 4
2026-08-22	Rubin Howard eDirector	Option exercise M	+140	–	233,288	Form 4
2026-06-05	Weinrauch SteveEVP, North Am & Vet Strategy	Option exercise M	+8,500	15.46	84,736	Form 4
2026-05-25	Bearman AsherChief Legal Officer	Option exercise M	+125	–	72,284	Form 4
2026-05-25	Bearman AsherChief Legal Officer	Shares withheld for tax F	−40	21.86	72,244	Form 4
2026-05-25	Qureshi FawwadChief Financial Officer	Option exercise M	+3,750	–	9,755	Form 4
2026-05-25	Qureshi FawwadChief Financial Officer	Shares withheld for tax F	−1,497	21.86	8,258	Form 4
2026-05-25	Weinrauch SteveEVP, North Am & Vet Strategy	Option exercise M	+40	–	75,977	Form 4
2026-05-25	Weinrauch SteveEVP, North Am & Vet Strategy	Shares withheld for tax F	−9	21.86	75,968	Form 4
2026-05-25	Weinrauch SteveEVP, North Am & Vet Strategy	Option exercise M	+353	–	76,321	Form 4
2026-05-25	Weinrauch SteveEVP, North Am & Vet Strategy	Shares withheld for tax F	−85	21.86	76,236	Form 4
2026-05-25	Gallagher John RChief Operating Officer	Option exercise M	+29	–	36,298	Form 4
2026-05-25	Gallagher John RChief Operating Officer	Shares withheld for tax F	−7	21.86	36,291	Form 4
2026-05-25	Gallagher John RChief Operating Officer	Option exercise M	+451	–	36,742	Form 4
2026-05-25	Gallagher John RChief Operating Officer	Shares withheld for tax F	−109	21.86	36,633	Form 4
2026-05-25	Gallagher John RChief Operating Officer	Option exercise M	+45	–	36,678	Form 4
2026-05-25	Gallagher John RChief Operating Officer	Shares withheld for tax F	−10	21.86	36,668	Form 4
2026-05-25	McGibney BrennaChief Administration Officer	Option exercise M	+234	–	11,375	Form 4
2026-05-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−125	21.86	11,250	Form 4
2026-05-25	McGibney BrennaChief Administration Officer	Option exercise M	+31	–	11,281	Form 4
2026-05-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−16	21.86	11,265	Form 4
2026-05-25	McGibney BrennaChief Administration Officer	Option exercise M	+18	–	11,283	Form 4
2026-05-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−9	21.86	11,274	Form 4
2026-05-25	McGibney BrennaChief Administration Officer	Option exercise M	+338	–	11,612	Form 4
2026-05-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−180	21.86	11,432	Form 4
2026-05-25	McGibney BrennaChief Administration Officer	Option exercise M	+27	–	11,459	Form 4
2026-05-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−14	21.86	11,445	Form 4
2026-05-25	Tooth MargaretDirector, CEO	Option exercise M	+1,250	–	176,870	Form 4
2026-05-25	Wheeler SimonEVP, Trupanion International	Option exercise M	+321	–	24,389	Form 4
2026-05-25	Wheeler SimonEVP, Trupanion International	Shares withheld for tax F	−150	21.86	24,239	Form 4
2026-05-22	Bearman AsherChief Legal Officer	Option exercise M	+265	–	70,744	Form 4
2026-05-22	Bearman AsherChief Legal Officer	Shares withheld for tax F	−85	21.98	70,659	Form 4
2026-05-22	Bearman AsherChief Legal Officer	Option exercise M	+8	–	70,667	Form 4
2026-05-22	Bearman AsherChief Legal Officer	Shares withheld for tax F	−2	21.98	70,665	Form 4
2026-05-22	Bearman AsherChief Legal Officer	Option exercise M	+379	–	71,044	Form 4
2026-05-22	Bearman AsherChief Legal Officer	Shares withheld for tax F	−122	21.98	70,922	Form 4
2026-05-22	Bearman AsherChief Legal Officer	Option exercise M	+1,832	–	72,754	Form 4
2026-05-22	Bearman AsherChief Legal Officer	Shares withheld for tax F	−595	21.98	72,159	Form 4
2026-05-22	Qureshi FawwadChief Financial Officer	Option exercise M	+312	–	312	Form 4
2026-05-22	Qureshi FawwadChief Financial Officer	Shares withheld for tax F	−124	21.98	188	Form 4
2026-05-22	Qureshi FawwadChief Financial Officer	Option exercise M	+5,247	–	5,435	Form 4
2026-05-22	Qureshi FawwadChief Financial Officer	Shares withheld for tax F	−2,095	21.98	3,340	Form 4
2026-05-22	Qureshi FawwadChief Financial Officer	Option exercise M	+4,435	–	7,775	Form 4
2026-05-22	Qureshi FawwadChief Financial Officer	Shares withheld for tax F	−1,770	21.98	6,005	Form 4
2026-05-22	Weinrauch SteveEVP, North Am & Vet Strategy	Option exercise M	+2,932	–	75,491	Form 4
2026-05-22	Weinrauch SteveEVP, North Am & Vet Strategy	Shares withheld for tax F	−713	21.98	74,778	Form 4
2026-05-22	Weinrauch SteveEVP, North Am & Vet Strategy	Option exercise M	+1,532	–	76,310	Form 4
2026-05-22	Weinrauch SteveEVP, North Am & Vet Strategy	Shares withheld for tax F	−373	21.98	75,937	Form 4
2026-05-22	Rubin Howard eDirector	Option exercise M	+106	–	232,656	Form 4
2026-05-22	Rubin Howard eDirector	Option exercise M	+106	–	232,762	Form 4
2026-05-22	Rubin Howard eDirector	Option exercise M	+106	–	232,868	Form 4
2026-05-22	Powell Bradley SDirector	Option exercise M	+639	–	1,906	Form 4
2026-05-22	Gallagher John RChief Operating Officer	Option exercise M	+865	–	32,391	Form 4
2026-05-22	Gallagher John RChief Operating Officer	Shares withheld for tax F	−210	21.98	32,181	Form 4
2026-05-22	Gallagher John RChief Operating Officer	Option exercise M	+3,327	–	35,508	Form 4
2026-05-22	Gallagher John RChief Operating Officer	Shares withheld for tax F	−810	21.98	34,698	Form 4
2026-05-22	Gallagher John RChief Operating Officer	Option exercise M	+2,076	–	36,774	Form 4
2026-05-22	Gallagher John RChief Operating Officer	Shares withheld for tax F	−505	21.98	36,269	Form 4
2026-05-22	McGibney BrennaChief Administration Officer	Option exercise M	+1,250	–	9,703	Form 4
2026-05-22	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−669	21.98	9,034	Form 4
2026-05-22	McGibney BrennaChief Administration Officer	Option exercise M	+1,882	–	10,916	Form 4
2026-05-22	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−1,007	21.98	9,909	Form 4
2026-05-22	McGibney BrennaChief Administration Officer	Option exercise M	+2,651	–	12,560	Form 4
2026-05-22	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−1,419	21.98	11,141	Form 4
2026-05-22	Tooth MargaretDirector, CEO	Option exercise M	+312	–	165,139	Form 4
2026-05-22	Tooth MargaretDirector, CEO	Shares withheld for tax F	−122	21.98	165,017	Form 4
2026-05-22	Tooth MargaretDirector, CEO	Option exercise M	+3,043	–	168,060	Form 4
2026-05-22	Tooth MargaretDirector, CEO	Shares withheld for tax F	−1,197	21.98	166,863	Form 4
2026-05-22	Tooth MargaretDirector, CEO	Option exercise M	+6,250	–	173,113	Form 4
2026-05-22	Tooth MargaretDirector, CEO	Shares withheld for tax F	−2,459	21.98	170,654	Form 4
2026-05-22	Tooth MargaretDirector, CEO	Option exercise M	+8,187	–	178,841	Form 4
2026-05-22	Tooth MargaretDirector, CEO	Shares withheld for tax F	−3,221	21.98	175,620	Form 4
2026-05-22	Rawlings DarrylDirector	Option exercise M	+312	–	24,838	Form 4
2026-05-22	Wheeler SimonEVP, Trupanion International	Option exercise M	+937	–	24,024	Form 4
2026-05-22	Wheeler SimonEVP, Trupanion International	Shares withheld for tax F	−440	21.98	23,584	Form 4
2026-05-22	Wheeler SimonEVP, Trupanion International	Option exercise M	+527	–	24,111	Form 4
2026-05-22	Wheeler SimonEVP, Trupanion International	Shares withheld for tax F	−247	21.98	23,864	Form 4
2026-05-22	Wheeler SimonEVP, Trupanion International	Option exercise M	+384	–	24,248	Form 4
2026-05-22	Wheeler SimonEVP, Trupanion International	Shares withheld for tax F	−180	21.98	24,068	Form 4
2026-05-06	Rawlings DarrylDirector	Other J	+1,359	–	1,435,340	Form 4
2026-02-25	Weinrauch SteveEVP, North Am & Vet Strategy	Option exercise M	+531	–	72,388	Form 4
2026-02-25	Weinrauch SteveEVP, North Am & Vet Strategy	Shares withheld for tax F	−129	26.70	72,259	Form 4
2026-02-25	Weinrauch SteveEVP, North Am & Vet Strategy	Option exercise M	+41	–	72,300	Form 4
2026-02-25	Weinrauch SteveEVP, North Am & Vet Strategy	Shares withheld for tax F	−9	26.70	72,291	Form 4
2026-02-25	Weinrauch SteveEVP, North Am & Vet Strategy	Option exercise M	+353	–	72,644	Form 4
2026-02-25	Dreyer EmilyChief Revenue Officer	Option exercise M	+1,482	–	43,519	Form 4
2026-02-25	Dreyer EmilyChief Revenue Officer	Shares withheld for tax F	−360	26.70	43,159	Form 4
2026-02-25	Dreyer EmilyChief Revenue Officer	Option exercise M	+343	–	43,502	Form 4
2026-02-25	Dreyer EmilyChief Revenue Officer	Shares withheld for tax F	−83	26.70	43,419	Form 4
2026-02-25	Gallagher John RChief Operating Officer	Option exercise M	+735	–	37,449	Form 4
2026-02-25	Gallagher John RChief Operating Officer	Shares withheld for tax F	−178	26.70	37,271	Form 4
2026-02-25	Gallagher John RChief Operating Officer	Option exercise M	+29	–	37,300	Form 4
2026-02-25	Gallagher John RChief Operating Officer	Shares withheld for tax F	−7	26.70	37,293	Form 4
2026-02-25	Gallagher John RChief Operating Officer	Option exercise M	+451	–	37,744	Form 4
2026-02-25	Gallagher John RChief Operating Officer	Shares withheld for tax F	−109	26.70	37,635	Form 4
2026-02-25	Gallagher John RChief Operating Officer	Option exercise M	+45	–	37,680	Form 4
2026-02-25	Gallagher John RChief Operating Officer	Shares withheld for tax F	−10	26.70	37,670	Form 4
2026-02-25	Bearman AsherChief Legal Officer	Option exercise M	+180	–	70,470	Form 4
2026-02-25	Bearman AsherChief Legal Officer	Shares withheld for tax F	−68	26.70	70,402	Form 4
2026-02-25	Bearman AsherChief Legal Officer	Option exercise M	+125	–	70,527	Form 4
2026-02-25	Bearman AsherChief Legal Officer	Shares withheld for tax F	−48	26.70	70,479	Form 4
2026-02-25	Wheeler SimonEVP, Trupanion International	Option exercise M	+322	–	23,238	Form 4
2026-02-25	Wheeler SimonEVP, Trupanion International	Shares withheld for tax F	−151	26.70	23,087	Form 4
2026-02-25	Qureshi FawwadChief Financial Officer	Option exercise M	+3,750	–	3,750	Form 4
2026-02-25	Qureshi FawwadChief Financial Officer	Shares withheld for tax F	−913	26.70	2,837	Form 4
2026-02-25	Rawlings DarrylDirector	Option exercise M	+946	–	42,232	Form 4
2026-02-25	McGibney BrennaChief Administration Officer	Option exercise M	+233	–	8,383	Form 4
2026-02-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−124	26.70	8,259	Form 4
2026-02-25	McGibney BrennaChief Administration Officer	Option exercise M	+31	–	8,290	Form 4
2026-02-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−16	26.70	8,274	Form 4
2026-02-25	McGibney BrennaChief Administration Officer	Option exercise M	+17	–	8,291	Form 4
2026-02-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−9	26.70	8,282	Form 4
2026-02-25	McGibney BrennaChief Administration Officer	Option exercise M	+338	–	8,620	Form 4
2026-02-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−180	26.70	8,440	Form 4
2026-02-25	McGibney BrennaChief Administration Officer	Option exercise M	+27	–	8,467	Form 4
2026-02-25	McGibney BrennaChief Administration Officer	Shares withheld for tax F	−14	26.70	8,453	Form 4
2026-02-25	Tooth MargaretDirector, CEO	Option exercise M	+3,266	–	165,355	Form 4
2026-02-25	Tooth MargaretDirector, CEO	Shares withheld for tax F	−1,285	26.70	164,070	Form 4
2026-02-25	Tooth MargaretDirector, CEO	Option exercise M	+1,250	–	165,320	Form 4
2026-02-25	Tooth MargaretDirector, CEO	Shares withheld for tax F	−491	26.70	164,829	Form 4
2026-02-22	Gallagher John RChief Operating Officer	Option exercise M	+2,570	–	34,431	Form 4
2026-02-22	Gallagher John RChief Operating Officer	Shares withheld for tax F	−762	27.16	33,669	Form 4
2026-02-22	Gallagher John RChief Operating Officer	Option exercise M	+864	–	34,533	Form 4
2026-02-22	Gallagher John RChief Operating Officer	Shares withheld for tax F	−210	27.16	34,323	Form 4
2026-02-22	Gallagher John RChief Operating Officer	Option exercise M	+3,327	–	37,650	Form 4
2026-02-22	Gallagher John RChief Operating Officer	Shares withheld for tax F	−936	27.16	36,714	Form 4

How to read it

Buy, sale: Code P and S on the form: shares bought or sold in the market, at the market price. The other codes are mostly pay (a grant, an option exercised) or tax (shares the company withheld), and say little about what the insider thinks of the price.
Plan: A sale or purchase under a Rule 10b5-1 plan, set up in advance and running on its own schedule. Since April 2023 the form has a box for it. Much executive selling is planned and says more about diversifying than about the company.
Holds after: The shares the insider still held after the trade, in the form the trade was in (directly, or indirectly through a trust or a fund).
Value: Shares times the price the form reports, which is often an average over several fills on the day.

Read from the SEC's own quarterly data sets of Forms 3, 4 and 5, and from each day's filings since the last one. A correcting amendment replaces the lines it restates. Every row links to its filing. None of this is advice: insiders sell for many reasons, and buy for fewer.

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