Velarion · Company Intelligence
Compensation Brief
Fiscal year 2025 · Filings through 2026-07-30

Trupanion (TRUP)

Fiscal year 2025 executive and director compensation, incentive-plan design, equity activity, and governance — every figure in this brief is traceable to its exact location in the company’s SEC filing — the document, the section, the page, and the table, linked directly.

$4,113,742
Margaret Tooth total, FY2025
15th
CEO pay percentile vs peers
41:1
CEO-to-median pay ratio
98.28%
Say-on-pay support, latest vote
Companies that benchmark against TRUP
4 companies name TRUP as a compensation peer

Each company listed discloses TRUP in its own benchmarking peer group, as disclosed in each company's most recent proxy statement within the last two proxy seasons. Two companies are therefore absent by design: one that named TRUP in an earlier year and no longer does, and one whose own most recent disclosure is older than the last two seasons.

01

Summary Compensation Table — fiscal year 2025

Named executive officerSalaryBonusStock awardsOption awardsNon-equity incentivePension / NQDCAll otherTotal
Margaret Tooth$641,667$0$2,434,500$0$1,037,575$0$0$4,113,742
Chief Executive Officer, President
Fawwad Qureshi436,66702,044,0060641,900003,122,573
Chief Financial Officer
John Gallagher375,00001,296,0790413,438002,084,517
Chief Operating Officer
Steve Weinrauch327,50001,141,9270288,855001,758,282
Chief Product & Veterinary Officer
Emily Dreyer317,50001,010,5210280,035001,608,056
Chief Revenue Officer

A dash means the company reported no figure in that column; 0 means it reported zero. Figures are as printed in the filing, without adjustment.

Three-year trend — total compensation per named executive

Named executive officerFY2025 totalFY2024 totalFY2023 totalΔ FY20242025
Margaret Tooth$4,113,742$4,408,563$964,594−294,821
Fawwad Qureshi3,122,573976,2121,498,125+2,146,361
John Gallagher2,084,5171,571,447588,794+513,070
Steve Weinrauch1,758,282856,909599,625+901,373
Emily Dreyer1,608,056

Prior-year totals as disclosed in the corresponding proxy; deltas are computed values with the derivation shown in the register.

02

Equity transactions since the proxy statement was filed

Every insider equity transaction reported on Form 4 after the 2025 proxy statement — acquisitions, dispositions, exercises, and withholdings — and therefore not reflected in any table in that document.

InsiderRoleTransaction dateCodeSharesPriceValueSecuritySource
John GallagherChief Operating Officer2026-04-28D431$27$11,840CommonForm 4 ↗
Darryl RawlingsDirector2026-05-06A1,359CommonForm 4 ↗
Max BrodenDirector2026-05-11A6,37500Derivative, Class A CommonForm 4 ↗
Paulette DodsonDirector2026-05-11A4,03100Derivative, Class A CommonForm 4 ↗
Elizabeth McLaughlinDirector2026-05-11A3,28100Derivative, Class A CommonForm 4 ↗
Dividend-equivalent accruals2026-05-111,6861 insider, 3 accrual rows
Brad PowellDirector2026-05-11A6,56300Derivative, Class A CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D170233,846CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22A125CommonForm 4 ↗
Margaret ToothDirector2026-05-22D6,25000Derivative, Class A CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A234CommonForm 4 ↗
Dividend-equivalent accruals2026-05-2215,95310 insiders, 32 accrual rows
Margaret ToothDirector2026-05-22D122222,682CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A1,250CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D1,0072222,134CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22A451CommonForm 4 ↗
Brad PowellDirector2026-05-22A639CommonForm 4 ↗
Howard RubinDirector2026-05-22A106CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22A2,932CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D7132215,672CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22A312CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22A5,247CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22A3,750CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22A8CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22A937CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D440229,671CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22A321CommonForm 4 ↗
Margaret ToothDirector2026-05-22A312CommonForm 4 ↗
Margaret ToothDirector2026-05-22A3,043CommonForm 4 ↗
Margaret ToothDirector2026-05-22D1,1972226,310CommonForm 4 ↗
Margaret ToothDirector2026-05-22D3,2212270,798CommonForm 4 ↗
Margaret ToothDirector2026-05-22A1,250CommonForm 4 ↗
Margaret ToothDirector2026-05-22D3,04300Derivative, Class A CommonForm 4 ↗
Margaret ToothDirector2026-05-22D8,18700Derivative, Class A CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D6692214,705CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A31CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A18CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D180223,935CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D1422306CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D2,65100Derivative, Class A CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22A29CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22A1,532CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22A40CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D85221,858CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D2,93200Derivative, Class A CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D124222,726CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D2,0952246,048CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D1,7702238,905CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D1,4972232,724CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D6,00722133,170CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D5,24700Derivative, Class A CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22A265CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D85221,868CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D22244CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22A379CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22A1,832CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D4022874CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D247225,429CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D150223,279CommonForm 4 ↗
Darryl RawlingsDirector2026-05-22A312CommonForm 4 ↗
Margaret ToothDirector2026-05-22A6,250CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A2,651CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22A3,327CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D373228,199CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D922197CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22A353CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D3,75000Derivative, Class A CommonForm 4 ↗
Margaret ToothDirector2026-05-22D4912210,733CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D922197CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A27CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22A865CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D3,32700Derivative, Class A CommonForm 4 ↗
Margaret ToothDirector2026-05-22D2,4592254,049CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A338CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22A2,076CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D4,43500Derivative, Class A CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D180223,956CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22A527CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D5052211,100CommonForm 4 ↗
Margaret ToothDirector2026-05-22A8,187CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A1,882CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D1,4192231,190CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D125222,733CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D1622350CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D210224,616CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D8102217,804CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D722153CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D109222,383CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22A45CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D1022219CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D2,07600Derivative, Class A CommonForm 4 ↗
Howard RubinDirector2026-05-22A106CommonForm 4 ↗
Howard RubinDirector2026-05-22A106CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22A4,435CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D122222,682CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D5952213,078CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22A384CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-28D3,6032278,153CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-06-05D8,50000Derivative, Class A CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-06-05A8,50015131,410CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-06-05D6,67422146,828CommonForm 4 ↗
John GallagherChief Operating Officer2026-06-29D4312510,926CommonForm 4 ↗
John GallagherChief Operating Officer2026-07-28D4312510,809CommonForm 4 ↗

Transaction codes per Form 4: A acquisition · S open-market sale · F tax withholding · M option exercise · G gift. Value = shares × price as reported. Dividend-equivalent and fractional-share accrual rows (derivative Class A, under $10,000 and under 2,000 shares) are aggregated per date; every row appears in full below.

View all 136 transactions
InsiderRoleTransaction dateCodeSharesPriceValueSecuritySource
John GallagherChief Operating Officer2026-04-28D431$27$11,840CommonForm 4 ↗
Darryl RawlingsDirector2026-05-06A1,359CommonForm 4 ↗
Max BrodenDirector2026-05-11A6,37500Derivative, Class A CommonForm 4 ↗
Paulette DodsonDirector2026-05-11A4,03100Derivative, Class A CommonForm 4 ↗
Elizabeth McLaughlinDirector2026-05-11A3,28100Derivative, Class A CommonForm 4 ↗
Howard RubinDirector2026-05-11A56200Derivative, Class A CommonForm 4 ↗
Howard RubinDirector2026-05-11A56200Derivative, Class A CommonForm 4 ↗
Howard RubinDirector2026-05-11A56200Derivative, Class A CommonForm 4 ↗
Brad PowellDirector2026-05-11A6,56300Derivative, Class A CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D170233,846CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22A125CommonForm 4 ↗
Margaret ToothDirector2026-05-22D6,25000Derivative, Class A CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A234CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D33800Derivative, Class A CommonForm 4 ↗
Margaret ToothDirector2026-05-22D122222,682CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A1,250CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D1,0072222,134CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22A451CommonForm 4 ↗
Brad PowellDirector2026-05-22A639CommonForm 4 ↗
Howard RubinDirector2026-05-22A106CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22A2,932CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D7132215,672CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22A312CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22A5,247CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22A3,750CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22A8CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22A937CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D440229,671CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22A321CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D93700Derivative, Class A CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D32100Derivative, Class A CommonForm 4 ↗
Margaret ToothDirector2026-05-22A312CommonForm 4 ↗
Margaret ToothDirector2026-05-22A3,043CommonForm 4 ↗
Margaret ToothDirector2026-05-22D1,1972226,310CommonForm 4 ↗
Margaret ToothDirector2026-05-22D3,2212270,798CommonForm 4 ↗
Margaret ToothDirector2026-05-22A1,250CommonForm 4 ↗
Margaret ToothDirector2026-05-22D3,04300Derivative, Class A CommonForm 4 ↗
Margaret ToothDirector2026-05-22D8,18700Derivative, Class A CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D6692214,705CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A31CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A18CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D180223,935CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D1422306CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D2,65100Derivative, Class A CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D23400Derivative, Class A CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D3100Derivative, Class A CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D2700Derivative, Class A CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22A29CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D2900Derivative, Class A CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D45100Derivative, Class A CommonForm 4 ↗
Brad PowellDirector2026-05-22D63900Derivative, Class A CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22A1,532CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22A40CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D85221,858CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D2,93200Derivative, Class A CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D1,53200Derivative, Class A CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D35300Derivative, Class A CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D124222,726CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D2,0952246,048CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D1,7702238,905CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D1,4972232,724CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D6,00722133,170CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D5,24700Derivative, Class A CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22A265CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D85221,868CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D22244CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22A379CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22A1,832CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D4022874CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D26500Derivative, Class A CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D800Derivative, Class A CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D37900Derivative, Class A CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D1,83200Derivative, Class A CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D247225,429CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D150223,279CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D38400Derivative, Class A CommonForm 4 ↗
Darryl RawlingsDirector2026-05-22A312CommonForm 4 ↗
Darryl RawlingsDirector2026-05-22D31200Derivative, Class A CommonForm 4 ↗
Margaret ToothDirector2026-05-22A6,250CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A2,651CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22A3,327CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D373228,199CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D922197CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22A353CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D31200Derivative, Class A CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D3,75000Derivative, Class A CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D12500Derivative, Class A CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D52700Derivative, Class A CommonForm 4 ↗
Margaret ToothDirector2026-05-22D4912210,733CommonForm 4 ↗
Margaret ToothDirector2026-05-22D1,25000Derivative, Class A CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D922197CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A27CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22A865CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D3,32700Derivative, Class A CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D4500Derivative, Class A CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-05-22D4000Derivative, Class A CommonForm 4 ↗
Margaret ToothDirector2026-05-22D2,4592254,049CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A338CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22A2,076CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22D4,43500Derivative, Class A CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D180223,956CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22A527CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D5052211,100CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22D93700Derivative, Class A CommonForm 4 ↗
Margaret ToothDirector2026-05-22A8,187CommonForm 4 ↗
Margaret ToothDirector2026-05-22D31200Derivative, Class A CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22A1,882CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D1,4192231,190CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D125222,733CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D1622350CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D1,25000Derivative, Class A CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D1,88200Derivative, Class A CommonForm 4 ↗
Brenna McGibneyChief Administration Officer2026-05-22D1800Derivative, Class A CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D210224,616CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D8102217,804CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D722153CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D109222,383CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22A45CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D1022219CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D86500Derivative, Class A CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-22D2,07600Derivative, Class A CommonForm 4 ↗
Howard RubinDirector2026-05-22A106CommonForm 4 ↗
Howard RubinDirector2026-05-22A106CommonForm 4 ↗
Howard RubinDirector2026-05-22D10600Derivative, Class A CommonForm 4 ↗
Howard RubinDirector2026-05-22D10600Derivative, Class A CommonForm 4 ↗
Howard RubinDirector2026-05-22D10600Derivative, Class A CommonForm 4 ↗
Fawwad QureshiChief Financial Officer2026-05-22A4,435CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D122222,682CommonForm 4 ↗
Asher BearmanChief Legal Officer2026-05-22D5952213,078CommonForm 4 ↗
Simon WheelerEVP, Trupanion International2026-05-22A384CommonForm 4 ↗
John GallagherChief Operating Officer2026-05-28D3,6032278,153CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-06-05D8,50000Derivative, Class A CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-06-05A8,50015131,410CommonForm 4 ↗
Steve WeinrauchEVP, North Am & Vet Strategy2026-06-05D6,67422146,828CommonForm 4 ↗
John GallagherChief Operating Officer2026-06-29D4312510,926CommonForm 4 ↗
John GallagherChief Operating Officer2026-07-28D4312510,809CommonForm 4 ↗
03

Grants of plan-based awards — fiscal year 2025

ExecutiveAwardGrant dateThresholdTargetGrantedMaximumGrant-date fair value
Emily DreyerRSU2025-02-2610,108$488,419
Fawwad QureshiRSU2025-02-2741,9802,044,006
Emily DreyerRSU2025-02-2710,723522,103
Margaret ToothRSU2025-02-2750,0002,434,500
Steve WeinrauchRSU2025-02-2723,4531,141,927
John GallagherRSU2025-02-2726,6191,296,079
03b

Vehicle mix — grant-date fair value by award type

Named executive officerTime-vested (RSU)Performance-vested (PSU)Options / SARs% performance-vested
Emily Dreyer$1,010,522$0$00.0%
Fawwad Qureshi2,044,006000.0%
Margaret Tooth2,434,500000.0%
Steve Weinrauch1,141,927000.0%
John Gallagher1,296,079000.0%

% performance-vested = PSU grant-date fair value ÷ (RSU + PSU + Options), a computed value with the derivation shown in the register.

04

Outstanding equity awards at fiscal year-end 2025

ExecutiveAwardShares unvestedExercise priceMarket value unvested
Margaret ToothRSU2,813$105,122
Fawwad QureshiRSU26,238980,514
Emily DreyerRSU2,24984,045
John GallagherRSU31511,772
John GallagherRSU1736,465
John GallagherRSU16,637621,725
Emily DreyerRSU2,40189,725
John GallagherRSU73527,467
Margaret ToothRSU8,750326,988
Steve WeinrauchRSU53119,843
Steve WeinrauchOption23,44817.97
Margaret ToothRSU31,2501,167,813
John GallagherRSU3,160118,089
Steve WeinrauchRSU14,659547,807
Margaret ToothRSU3,266122,050
Emily DreyerRSU1,48255,382
Fawwad QureshiRSU2,813105,122
Margaret ToothRSU6,250233,563
Steve WeinrauchRSU2,02975,824
John GallagherRSU2,57096,041
Margaret ToothOption23,44817.97
Steve WeinrauchOption8,50015.46
Steve WeinrauchRSU2,47492,453
Fawwad QureshiRSU91334,119
Steve WeinrauchRSU2037,586
Margaret ToothRSU33,4671,250,662
Fawwad QureshiRSU30,0001,121,100
Emily DreyerRSU10,108377,736
Emily DreyerRSU6,702250,454
John GallagherRSU10,378387,826
05

Incentive-plan design — the Compensation Discussion & Analysis

Our compensation philosophy is mission-driven, aiming to attract, retain, and motivate critical talent essential to our strategic objectives. By fostering a pay-for-performance culture, we ensure behavior aligns with performance metrics that are important to our business strategy.

CEO STI target (% of salary)110%
CEO LTI target (% of salary)
Independent consultantWillis Towers Watson
Clawback policyTrue
Anti-hedgingTrue
Anti-pledgingTrue
06

Say-on-pay — recent advisory votes

Meeting yearMeeting dateForAgainstAbstainSupportOutcome
20262026-06-1030,437,067531,31424,12698.28%Passed
20252025-06-1131,746,698726,943165,62297.76%Passed
20242024-06-0526,769,7891,007,331240,75796.37%Passed
20232023-06-0729,554,7471,753,30730,26294.4%Passed
20222022-06-0828,520,732309,03743,76698.93%Passed
20212021-06-1631,131,74296,045802,85399.69%Passed

Rows are labeled by annual-meeting year, with the meeting date beside each; the vote held in a given year acts on the prior fiscal year's compensation.

Say-on-pay — history, company's computation

Meeting yearMeeting dateApproval — company's computation
20262026-06-1098.28%a
20252025-06-1197.76%b
20242024-06-0596.37%c

a. Approved under the standard stated in the filing — “Similarly, abstentions will count for purposes of determining the presence of a quorum, but they will not be treated as votes cast, and, therefore, will have no effect on the ratification of the appointment of Ernst & Young LLP or the advisory vote to approve the compensation provided to our named executive officers for 2025.”.

b. Approved under the standard stated in the filing — “The following chart describes the proposals to be considered at the Annual Meeting, our recommended vote with respect to each matter, the vote required to approve each matter, and the manner in which votes will be counted: Proposal Recommended Vote Vote Required Impact of Withhold Votes/ Abstentions (1) Broker Non-Votes (2) Proposal 1 Election of nine directors "FOR" Plurality (3) No Effect No Effect Proposal 2 Ratification and Appointment of Independent Registered Public Accounting Firm for the Fiscal Year Ending December 31, 2025 "FOR" Majority of votes cast (4) No Effect Discretionary voting by broker permitted Proposal 3 Advisory Vote to Approve the Compensation Provided to Our Named Executive Officers in 2024 "FOR" Majority of votes cast (4) No Effect No Effect Proposal 4 Advisory Vote on the Frequency of Future Advisory Votes on the Compensation Provided to Our Named Executive Officers "1 YEAR" Plurality (5) No Effect No Effect (1) Neither abstentions nor (in the case of Proposal 1) withhold votes will count as votes cast "FOR" or "AGAINST" any of the proposals, which means that abstentions and withhold votes will have no direct effect on the outcome of these proposals.”.

c. Approved under the standard stated in the filing — “Similarly, abstentions will count for purposes of determining the presence of a quorum, but they will not be treated as votes cast, and, therefore, will have no effect on the approval of the Trupanion 2024 Equity Incentive Plan, the ratification of the appointment of Ernst & Young LLP, or the advisory vote to approve the compensation provided to our named executive officers in 2023.”.

Approval percentages are the company's own reported computations under its own stated standard, not recomputed by Velarion. Where a company does not state a standard, none is assumed.

07

CEO pay ratio

Ratio (CEO : median employee)41 : 1
CEO total compensation$4,113,742
Median employee compensation$101,692
08

Director compensation — fiscal year 2025

DirectorCash feesStock awardsOption awardsNon-equity incentiveAll otherTotal
Darryl RawlingsNot independent · Board Chair$200,000$0$0$200,000$400,000
Paulette DodsonIndependent · Nominating and Corporate Governance Committee (Chair)100,000179,24000279,240
Howard RubinIndependent · Audit Committee · Compensation Committee (Chair)200,00074,34500274,345
Max BrodénIndependent · Audit Committee · Not standing for re-election268,97500268,975
Elizabeth McLaughlinIndependent · Compensation Committee · Nominating and Corporate Governance Committee268,97500268,975
Jacqueline DavidsonIndependent · Audit Committee (Chair)200,00000200,000
Murray LowIndependent · Lead Independent Director · Nominating and Corporate Governance Committee200,00000200,000
Richard EnthovenIndependent · Compensation Committee150,00000150,000
Brad PowellIndependent · Audit Committee · Compensation Committee · Partial-year service · Newly elected74,9630074,963
Margaret ToothEmployee director00000
09

Board fee structure and ownership guideline

Annual cash retainer$15,000
Annual equity retainer
Per board meeting fee
Committee chair fees (audit / comp / nom-gov)
Stock ownership guideline
09b

Total cost of the board

ComponentFY2025
Cash retainers and fees$1,050,000
Equity awards (grant-date value)$866,498
All other compensation$200,000
Total cost of the board$2,116,498

Computed as the sum of the director compensation table rows above; inputs and formula shown in the register.

10

Disclosed peer group — fiscal year 2025

The compensation peer group as the company disclosed it in its own proxy — the reference set behind the percentile above.

10a

Peer reciprocity

Of the companies Trupanion names as compensation peers, which name it back in their own disclosed peer groups. A peer set the market reciprocates reads differently from one selected in a single direction.

Reciprocity shown where the peer's own current proxy has been read — each mark is cited in the register to that peer's filing. A dash means the peer's current proxy was read and names no reciprocal group including Trupanion.

10b

Chief executive pay against the peer group

Most recent fiscal-year chief executive compensation at each disclosed peer, taken from that company's own proxy statement.

RankCompanyFYChief executiveSalaryStock awardsOption awardsNon-equity incentiveTotal
1IDEXX Laboratories2025Jonathan Mazelsky$1,150,000$5,399,881$5,400,001$2,593,000$14,580,122
2Tiptree Inc.2025Michael Barnes1,200,0001,317,81805,651,6208,215,284
3Root, Inc.2025Alexander Timm750,0005,499,87501,687,5008,163,348
4Stewart Information Services Corp2025Frederick Eppinger1,100,0004,399,91002,206,1747,865,929
5RLI Corporation2025Craig Kliethermes677,5960831,8056,075,3197,691,732
6Proassurance Corporation2024Edward L. Rand, Jr.1,029,2312,593,35502,496,0006,226,834
7Lemonade2025Daniel Schreiber528,24205,398,70506,076,514
8Skyward Specialty Insurance Group2025Andrew Robinson975,0001,563,11702,973,0005,532,117
9Heritage Insurance Holding Inc.2025Ernie Garateix875,5002,757,82401,663,4505,341,897
10Universal Insurance Holdings2025Stephen Donaghy1,000,0001,750,01402,406,8445,240,829
11Safety Insurance Group2025George Murphy850,0001,100,00001,476,8804,187,838
12Trupanion2025Margaret Tooth641,6672,434,50001,037,5754,113,742
13SelectQuote, Inc.2025Timothy Danker556,9732,212,1430701,7863,487,527
14Greenlight Capital2025Greg Richardson800,0001,200,00001,304,0003,314,610
Freshpet, Inc.not in coverage universe
Central Garden & Pet Companynot in coverage universe
Phibro Animal Health Corporationnot in coverage universe

Each peer's compensation is from its most recently filed proxy; fiscal years differ by company. Each peer's figures come from its own filings; the subject company is highlighted. Peers whose chief executive compensation is outside our coverage universe are stated as such, never left blank.

10c

Incentive design against the same peers

CompanyAnnual incentive payoutLong-term vehicle mixPSU measures include TSRCompensation consultant
Trupanion147%RSU 100not disclosedWillis Towers Watson
Central Garden & Pet Companynot disclosednot disclosednot disclosednot disclosed
Freshpet, Inc.not disclosednot disclosednot disclosednot disclosed
Greenlight Capitalnot disclosednot disclosedNoMercer
Heritage Insurance Holding Inc.158%PSU 62 · RSU 38Nonot disclosed
IDEXX Laboratories140%Options 50 · PSU 50NoFarient
Lemonadenot disclosednot disclosednot disclosedAon Human Capital Solutions (Aon HCS), a division of Aon plc
Phibro Animal Health Corporationnot disclosednot disclosednot disclosednot disclosed
Proassurance Corporation200%PSU 50 · RSU 50NoF.W. Cook
RLI Corporationnot disclosedOptions 100not disclosedLockton Financial Advisors, LLC
Root, Inc.150%PSU 100NoCompensia, Inc.
Safety Insurance Group139%PSU 55 · RSU 45NoPay Governance
SelectQuote, Inc.126%RSU 50 · MSU 50NoSemler Brossy
Skyward Specialty Insurance Group150%PSU 67 · RSU 33NoFrederic W. Cook & Co., Inc.
Stewart Information Services Corp114.6%PSU 50 · RSU 50NoMercer (US) LLC
Tiptree Inc.not disclosednot disclosedNoCompensation Advisory Partners
Universal Insurance Holdings160.5%PSU 50 · RSU 50Nonot disclosed

Read from each company's Compensation Discussion and Analysis: annual incentive payout as a percentage of target, the disclosed long-term vehicle mix, whether performance-share measures include a total shareholder return component, and the retained compensation consultant. “Not disclosed” appears only where the company's filing does not state the item.

11

Source register

Each figure's location is given both for the eye (section · page · table · row · column) and for a script (table/row/column index and exact character span in the filed document). Any figure can be independently confirmed against the source.

#SupportsDocumentFiledAccessionLocation in document
1Section 01, Margaret ToothDEF 14A2026-04-270001371285-26-000081Section “Executive Compensation Tables” · page 47. As printed: 4,113,742. Filing ↗machine: t62 · r4 · c11 · span 663927–663936
2Section 01, Fawwad QureshiDEF 14A2026-04-270001371285-26-000081Section “Summary Compensation Table” · page 47. As printed: 3,122,573. Filing ↗machine: t62 · r7 · c11 · span 672007–672017
3Section 01, John GallagherDEF 14A2026-04-270001371285-26-000081Section “Summary Compensation Table” · page 47. As printed: 2,084,517. Filing ↗machine: t62 · r10 · c11 · span 680084–680094
4Section 01, Steve WeinrauchDEF 14A2026-04-270001371285-26-000081Section “Summary Compensation Table” · page 47. As printed: 1,758,282. Filing ↗machine: t62 · r16 · c11 · span 695009–695019
5Section 01, Emily DreyerDEF 14A2026-04-270001371285-26-000081Section “Summary Compensation Table” · page 47. As printed: 1,608,056. Filing ↗machine: t62 · r13 · c11 · span 687988–687998
6Section 03, Emily Dreyer RSUDEF 14A2026-04-270001371285-26-000081Section “Grants of Plan-Based Awards” · grants of plan-based awards table. Filing ↗machine: t63 · r16 · c6 · span 747420–747426
7Section 03, Fawwad Qureshi RSUDEF 14A2026-04-270001371285-26-000081Section “Grants of Plan-Based Awards” · grants of plan-based awards table. Filing ↗machine: t63 · r11 · c6 · span 734361–734367
8Section 03, Emily Dreyer RSUDEF 14A2026-04-270001371285-26-000081Section “Grants of Plan-Based Awards” · grants of plan-based awards table. Filing ↗machine: t63 · r15 · c6 · span 745122–745128
9Section 03, Margaret Tooth RSUDEF 14A2026-04-270001371285-26-000081Section “Grants of Plan-Based Awards” · grants of plan-based awards table. Filing ↗machine: t63 · r8 · c6 · span 726664–726670
10Section 03, Steve Weinrauch RSUDEF 14A2026-04-270001371285-26-000081Section “Grants of Plan-Based Awards” · grants of plan-based awards table. Filing ↗machine: t63 · r18 · c6 · span 753047–753053
11Section 03, John Gallagher RSUDEF 14A2026-04-270001371285-26-000081Section “Grants of Plan-Based Awards” · grants of plan-based awards table. Filing ↗machine: t63 · r13 · c6 · span 739752–739758
12Section 07, pay ratioDEF 14A2026-04-270001371285-26-000081Section “CEO Pay Ratio”. As printed: 41 : 1. Filing ↗machine: span 947592–947596
13Section 08, Darryl RawlingsDEF 14A2026-04-270001371285-26-000081Section “Director Compensation”. As printed: 400,000. Filing ↗machine: t27 · r11 · c4 · span 319322–319330
14Section 08, Paulette DodsonDEF 14A2026-04-270001371285-26-000081Section “Director Compensation”. As printed: 279,240. Filing ↗machine: t27 · r6 · c4 · span 313407–313415
15Section 08, Howard RubinDEF 14A2026-04-270001371285-26-000081Section “Director Compensation”. As printed: 274,345. Filing ↗machine: t27 · r12 · c4 · span 320714–320722
16Section 08, Max BrodénDEF 14A2026-04-270001371285-26-000081Section “Director Compensation”. As printed: 268,975. Filing ↗machine: t27 · r4 · c2 · span 310450–310457
17Section 08, Elizabeth McLaughlinDEF 14A2026-04-270001371285-26-000081Section “Director Compensation”. As printed: 268,975. Filing ↗machine: t27 · r9 · c2 · span 316506–316513
18Section 08, Jacqueline DavidsonDEF 14A2026-04-270001371285-26-000081Section “Director Compensation”. As printed: 200,000. Filing ↗machine: t27 · r5 · c1 · span 311455–311462
19Section 08, Murray LowDEF 14A2026-04-270001371285-26-000081Section “Director Compensation”. As printed: 200,000. Filing ↗machine: t27 · r8 · c1 · span 315096–315103
20Section 08, Richard EnthovenDEF 14A2026-04-270001371285-26-000081Section “Director Compensation”. As printed: 150,000. Filing ↗machine: t27 · r7 · c1 · span 313920–313927
21Section 08, Brad PowellDEF 14A2026-04-270001371285-26-000081Section “Director Compensation”. As printed: 74,963. Filing ↗machine: t27 · r10 · c2 · span 317658–317664
22Section 08, Margaret ToothDEF 14A2026-04-270001371285-26-000081Section “Director Compensation”. As printed: 0. Filing ↗
23Section 02, John Gallagher 2026-04-28Form 42026-04-290001371285-26-000087Insider equity transaction reported since the proxy statement. Filing ↗
24Section 02, Darryl Rawlings 2026-05-06Form 42026-05-080001371285-26-000100Insider equity transaction reported since the proxy statement. Filing ↗
25Section 02, Max Broden 2026-05-11Form 42026-05-130001371285-26-000110Insider equity transaction reported since the proxy statement. Filing ↗
26Section 02, Paulette Dodson 2026-05-11Form 42026-05-130001371285-26-000109Insider equity transaction reported since the proxy statement. Filing ↗
27Section 02, Elizabeth McLaughlin 2026-05-11Form 42026-05-130001371285-26-000113Insider equity transaction reported since the proxy statement. Filing ↗
28Section 02, Howard Rubin 2026-05-11Form 42026-05-130001371285-26-000108Insider equity transaction reported since the proxy statement. Filing ↗
29Section 02, Howard Rubin 2026-05-11Form 42026-05-130001371285-26-000108Insider equity transaction reported since the proxy statement. Filing ↗
30Section 02, Howard Rubin 2026-05-11Form 42026-05-130001371285-26-000108Insider equity transaction reported since the proxy statement. Filing ↗
31Section 02, Brad Powell 2026-05-11Form 42026-05-130001371285-26-000111Insider equity transaction reported since the proxy statement. Filing ↗
32Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
33Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
34Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
35Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
36Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
37Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
38Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
39Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
40Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
41Section 02, Brad Powell 2026-05-22Form 42026-05-270001371285-26-000137Insider equity transaction reported since the proxy statement. Filing ↗
42Section 02, Howard Rubin 2026-05-22Form 42026-05-270001371285-26-000136Insider equity transaction reported since the proxy statement. Filing ↗
43Section 02, Steve Weinrauch 2026-05-22Form 42026-05-270001371285-26-000135Insider equity transaction reported since the proxy statement. Filing ↗
44Section 02, Steve Weinrauch 2026-05-22Form 42026-05-270001371285-26-000135Insider equity transaction reported since the proxy statement. Filing ↗
45Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
46Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
47Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
48Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
49Section 02, Simon Wheeler 2026-05-22Form 42026-05-270001371285-26-000144Insider equity transaction reported since the proxy statement. Filing ↗
50Section 02, Simon Wheeler 2026-05-22Form 42026-05-270001371285-26-000144Insider equity transaction reported since the proxy statement. Filing ↗
51Section 02, Simon Wheeler 2026-05-22Form 42026-05-270001371285-26-000144Insider equity transaction reported since the proxy statement. Filing ↗
52Section 02, Simon Wheeler 2026-05-22Form 42026-05-270001371285-26-000144Insider equity transaction reported since the proxy statement. Filing ↗
53Section 02, Simon Wheeler 2026-05-22Form 42026-05-270001371285-26-000144Insider equity transaction reported since the proxy statement. Filing ↗
54Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
55Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
56Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
57Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
58Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
59Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
60Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
61Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
62Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
63Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
64Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
65Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
66Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
67Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
68Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
69Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
70Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
71Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
72Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
73Section 02, Brad Powell 2026-05-22Form 42026-05-270001371285-26-000137Insider equity transaction reported since the proxy statement. Filing ↗
74Section 02, Steve Weinrauch 2026-05-22Form 42026-05-270001371285-26-000135Insider equity transaction reported since the proxy statement. Filing ↗
75Section 02, Steve Weinrauch 2026-05-22Form 42026-05-270001371285-26-000135Insider equity transaction reported since the proxy statement. Filing ↗
76Section 02, Steve Weinrauch 2026-05-22Form 42026-05-270001371285-26-000135Insider equity transaction reported since the proxy statement. Filing ↗
77Section 02, Steve Weinrauch 2026-05-22Form 42026-05-270001371285-26-000135Insider equity transaction reported since the proxy statement. Filing ↗
78Section 02, Steve Weinrauch 2026-05-22Form 42026-05-270001371285-26-000135Insider equity transaction reported since the proxy statement. Filing ↗
79Section 02, Steve Weinrauch 2026-05-22Form 42026-05-270001371285-26-000135Insider equity transaction reported since the proxy statement. Filing ↗
80Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
81Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
82Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
83Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
84Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
85Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
86Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
87Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
88Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
89Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
90Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
91Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
92Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
93Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
94Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
95Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
96Section 02, Simon Wheeler 2026-05-22Form 42026-05-270001371285-26-000144Insider equity transaction reported since the proxy statement. Filing ↗
97Section 02, Simon Wheeler 2026-05-22Form 42026-05-270001371285-26-000144Insider equity transaction reported since the proxy statement. Filing ↗
98Section 02, Simon Wheeler 2026-05-22Form 42026-05-270001371285-26-000144Insider equity transaction reported since the proxy statement. Filing ↗
99Section 02, Darryl Rawlings 2026-05-22Form 42026-05-270001371285-26-000143Insider equity transaction reported since the proxy statement. Filing ↗
100Section 02, Darryl Rawlings 2026-05-22Form 42026-05-270001371285-26-000143Insider equity transaction reported since the proxy statement. Filing ↗
101Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
102Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
103Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
104Section 02, Steve Weinrauch 2026-05-22Form 42026-05-270001371285-26-000135Insider equity transaction reported since the proxy statement. Filing ↗
105Section 02, Steve Weinrauch 2026-05-22Form 42026-05-270001371285-26-000135Insider equity transaction reported since the proxy statement. Filing ↗
106Section 02, Steve Weinrauch 2026-05-22Form 42026-05-270001371285-26-000135Insider equity transaction reported since the proxy statement. Filing ↗
107Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
108Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
109Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
110Section 02, Simon Wheeler 2026-05-22Form 42026-05-270001371285-26-000144Insider equity transaction reported since the proxy statement. Filing ↗
111Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
112Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
113Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
114Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
115Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
116Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
117Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
118Section 02, Steve Weinrauch 2026-05-22Form 42026-05-270001371285-26-000135Insider equity transaction reported since the proxy statement. Filing ↗
119Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
120Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
121Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
122Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
123Section 02, Simon Wheeler 2026-05-22Form 42026-05-270001371285-26-000144Insider equity transaction reported since the proxy statement. Filing ↗
124Section 02, Simon Wheeler 2026-05-22Form 42026-05-270001371285-26-000144Insider equity transaction reported since the proxy statement. Filing ↗
125Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
126Section 02, Simon Wheeler 2026-05-22Form 42026-06-010001371285-26-000149Insider equity transaction reported since the proxy statement. Filing ↗
127Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
128Section 02, Margaret Tooth 2026-05-22Form 42026-05-270001371285-26-000140Insider equity transaction reported since the proxy statement. Filing ↗
129Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
130Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
131Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
132Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
133Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
134Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
135Section 02, Brenna McGibney 2026-05-22Form 42026-05-270001371285-26-000139Insider equity transaction reported since the proxy statement. Filing ↗
136Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
137Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
138Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
139Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
140Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
141Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
142Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
143Section 02, John Gallagher 2026-05-22Form 42026-05-270001371285-26-000138Insider equity transaction reported since the proxy statement. Filing ↗
144Section 02, Howard Rubin 2026-05-22Form 42026-05-270001371285-26-000136Insider equity transaction reported since the proxy statement. Filing ↗
145Section 02, Howard Rubin 2026-05-22Form 42026-05-270001371285-26-000136Insider equity transaction reported since the proxy statement. Filing ↗
146Section 02, Howard Rubin 2026-05-22Form 42026-05-270001371285-26-000136Insider equity transaction reported since the proxy statement. Filing ↗
147Section 02, Howard Rubin 2026-05-22Form 42026-05-270001371285-26-000136Insider equity transaction reported since the proxy statement. Filing ↗
148Section 02, Howard Rubin 2026-05-22Form 42026-05-270001371285-26-000136Insider equity transaction reported since the proxy statement. Filing ↗
149Section 02, Fawwad Qureshi 2026-05-22Form 42026-05-270001371285-26-000134Insider equity transaction reported since the proxy statement. Filing ↗
150Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
151Section 02, Asher Bearman 2026-05-22Form 42026-05-270001371285-26-000133Insider equity transaction reported since the proxy statement. Filing ↗
152Section 02, Simon Wheeler 2026-05-22Form 42026-05-270001371285-26-000144Insider equity transaction reported since the proxy statement. Filing ↗
153Section 02, John Gallagher 2026-05-28Form 42026-06-010001371285-26-000146Insider equity transaction reported since the proxy statement. Filing ↗
154Section 02, Steve Weinrauch 2026-06-05Form 42026-06-090001371285-26-000152Insider equity transaction reported since the proxy statement. Filing ↗
155Section 02, Steve Weinrauch 2026-06-05Form 42026-06-090001371285-26-000152Insider equity transaction reported since the proxy statement. Filing ↗
156Section 02, Steve Weinrauch 2026-06-05Form 42026-06-090001371285-26-000152Insider equity transaction reported since the proxy statement. Filing ↗
157Section 02, John Gallagher 2026-06-29Form 42026-07-010001371285-26-000157Insider equity transaction reported since the proxy statement. Filing ↗
158Section 02, John Gallagher 2026-07-28Form 42026-07-300001371285-26-000161Insider equity transaction reported since the proxy statement. Filing ↗
159Section 06, 2026 voteForm 8-K2026-06-150001371285-26-000155Item 5.07 · say-on-pay result. As reported: 98.28% (votes for as printed: 30,437,067). Filing ↗
160Section 06, 2025 voteForm 8-K2025-06-170001371285-25-000177Item 5.07 · say-on-pay result. As reported: 97.76% (votes for as printed: 31,746,698). Filing ↗
161Section 06, 2024 voteForm 8-K2024-06-070001193125-24-157469Item 5.07 · say-on-pay result. As reported: 96.37% (votes for as printed: 26,769,789). Filing ↗
162Section 01 trend, Δ column (computed)ComputedcomputedΔ = current-FY total − prior-FY total per named officer.machine: formula: Δ = FY(n) − FY(n−1)
163Section 03b vehicle mix (computed)ComputedcomputedRSU / PSU / Options grant-date fair values summed per officer from the grants table; % performance-vested = PSU ÷ (RSU+PSU+Options).machine: formula: sums + PSU ratio
164Section 09b board cost (computed)ComputedcomputedCash 1,050,000 + equity 866,498 + all other 200,000 = 2,116,498, summed across the director compensation table rows.machine: formula: Σ = 2,116,498
165IDEXX Laboratories, Section 10b CEO totalDEF 14A2026-03-270000874716-26-000064CEO total compensation as printed in IDEXX Laboratories's own proxy. As printed: 14,580,122. Filing ↗machine: span 1576008–1576018
166Tiptree Inc., Section 10b CEO totalDEF 14A2026-03-160001393726-26-000015CEO total compensation as printed in Tiptree Inc.'s own proxy. As printed: 8,215,284. Filing ↗machine: t33 · span 1072009–1072018
167Root, Inc., Section 10b CEO totalDEF 14A2026-04-240001788882-26-000033CEO total compensation as printed in Root, Inc.'s own proxy. As printed: 8,163,348. Filing ↗machine: r2 · c9 · span 1449193–1449202
168Stewart Information Services Corp, Section 10b CEO totalDEF 14A2026-03-250001104659-26-034511CEO total compensation as printed in Stewart Information Services Corp's own proxy. As printed: 7,865,929. Filing ↗machine: span 772754–772763
169RLI Corporation, Section 10b CEO totalDEF 14A2026-03-260001104659-26-035213CEO total compensation as printed in RLI Corporation's own proxy. As printed: 7,691,732. Filing ↗machine: t146 · r9 · c18 · span 1221310–1221319
170Proassurance Corporation, Section 10b CEO totalDEF 14A2025-04-110001875246-25-000023CEO total compensation as printed in Proassurance Corporation's own proxy. As printed: 6,226,834. Filing ↗machine: t35 · r3 · c9 · span 415811–415820
171Lemonade, Section 10b CEO totalDEF 14A2026-04-220001691421-26-000024CEO total compensation as printed in Lemonade's own proxy. As printed: 6,076,514. Filing ↗machine: t15 · r2 · c25 · span 368101–368110
172Skyward Specialty Insurance Group, Section 10b CEO totalDEF 14A2026-03-250001519449-26-000021CEO total compensation as printed in Skyward Specialty Insurance Group's own proxy. As printed: 5,532,117. Filing ↗machine: span 512894–512903
173Heritage Insurance Holding Inc., Section 10b CEO totalDEF 14A2026-04-300001193125-26-197339CEO total compensation as printed in Heritage Insurance Holding Inc.'s own proxy. As printed: 5,341,897. Filing ↗machine: r2 · c27 · span 259277–259286
174Universal Insurance Holdings, Section 10b CEO totalDEF 14A2026-04-240001193125-26-177529CEO total compensation as printed in Universal Insurance Holdings's own proxy. As printed: 5,240,829. Filing ↗machine: span 525027–525036
175Safety Insurance Group, Section 10b CEO totalDEF 14A2026-03-310001172052-26-000009CEO total compensation as printed in Safety Insurance Group's own proxy. As printed: 4,187,838. Filing ↗machine: t51 · r5 · c16 · span 552394–552403
176Trupanion (subject), Section 10b CEO totalDEF 14A2026-04-270001371285-26-000081CEO total compensation as printed in Trupanion's own proxy. As printed: 4,113,742. Filing ↗machine: t62 · r4 · c11 · span 663927–663936
177SelectQuote, Inc., Section 10b CEO totalDEF 14A2025-10-020001794783-25-000086CEO total compensation as printed in SelectQuote, Inc.'s own proxy. As printed: 3,487,527. Filing ↗machine: span 501676–501685
178Greenlight Capital, Section 10b CEO totalDEF 14A2026-04-240001385613-26-000057CEO total compensation as printed in Greenlight Capital's own proxy. As printed: 3,314,610. Filing ↗machine: r3 · c48 · span 682891–682900
179Section 10a, IDEXX Laboratories reciprocityDEF 14A0000874716-26-000064IDEXX Laboratories's most recent proxy was read; its disclosed peer group does not include Trupanion. Filing ↗
180Section 10a, Greenlight Capital reciprocityDEF 14A0001385613-26-000057Greenlight Capital's most recent proxy was read; its disclosed peer group does not include Trupanion. Filing ↗
181Section 10a, Proassurance Corporation reciprocityDEF 14A0001875246-25-000023Proassurance Corporation's most recent proxy was read; its disclosed peer group does not include Trupanion. Filing ↗
182Section 10a, Lemonade reciprocityDEF 14A0001691421-26-000024Lemonade names Trupanion in its own disclosed peer group (read from its most recent proxy). Filing ↗
183Section 10a, RLI Corporation reciprocityDEF 14A0001104659-26-035213RLI Corporation's most recent proxy was read; its disclosed peer group does not include Trupanion. Filing ↗
184Section 10a, Safety Insurance Group reciprocityDEF 14A0001172052-26-000009Safety Insurance Group's most recent proxy was read; its disclosed peer group does not include Trupanion. Filing ↗
185Section 10a, SelectQuote, Inc. reciprocityDEF 14A0001794783-25-000086SelectQuote, Inc. names Trupanion in its own disclosed peer group (read from its most recent proxy). Filing ↗
186Section 10a, Skyward Specialty Insurance Group reciprocityDEF 14A0001519449-26-000021Skyward Specialty Insurance Group's most recent proxy was read; its disclosed peer group does not include Trupanion. Filing ↗
187Section 10a, Stewart Information Services Corp reciprocityDEF 14A0001104659-26-034511Stewart Information Services Corp's most recent proxy was read; its disclosed peer group does not include Trupanion. Filing ↗