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John Gallagher

Chief Operating Officer at TRUPANIONTRUPANION
Executive

About John Gallagher

John Gallagher is Trupanion’s Chief Operating Officer (COO), appointed September 4, 2024; age 38; B.B.A. in Finance from California State University–Fullerton, with a decade-long progression across operations and customer functions at TRUP (sales activations, contact center leadership, GM, interim Global Support Services) before his COO promotion . Company performance in 2024 improved meaningfully: total revenue +16% to $1,285.7M; subscription revenue +20% to $856.5M; net loss narrowed to $(9.6)M; operating cash flow $48.3M and free cash flow $38.6M, and the company estimated intrinsic value increased by ~$879M to $2.01B, all of which drove above-target short-term incentive outcomes in 2H24 (106%) on LVP and IRR metrics . Executive pay programs emphasize adjusted operating income, lifetime value per pet, IRR, and intrinsic value growth; say‑on‑pay support was ~96.4% in 2024 .

Past Roles

OrganizationRoleYearsStrategic Impact
TrupanionCOOSep 2024–presentOversees operations; promotion accompanied by higher incentive targets; focus on claims experience, enrollment growth, operational efficiency and compliance .
TrupanionInterim Head, Global Support ServicesJan 2023–Jan 2024Stabilized global support; focus on service operations .
TrupanionGeneral ManagerJan 2022–Jan 2023Commercial and operational leadership .
TrupanionVP, Contact CenterJan 2021–Jan 2022Scaled customer operations and retention .
TrupanionHead, Contact CenterMar 2020–Jan 2021Led contact center transformation .
TrupanionDirector, Phone Sales & RetentionJun 2019–Mar 2020Improved sales activations and retention .
TrupanionManager, Sales ActivationsJun 2016–Jun 2019Built activation capabilities .

External Roles

No public company board service or external directorships disclosed for John Gallagher .

Fixed Compensation

Metric20232024
Base Salary (USD)$300,000 $375,000 (effective Sep 4, 2024)

Short‑term incentive target opportunities (2024 transition from legacy plan to MIP):

PeriodJan–Apr 2024May–Jun 2024Jul–Aug 2024Sep–Dec 2024
Target Bonus (% of Salary)40% 50% 50% 75%
Target Opportunity ($)$40,000 $25,000 $25,000 $93,281

Performance Compensation

Performance framework and 2024 outcomes:

  • Short-term incentive legacy metrics: Subscription AOI, Gross New Pets <3, Cancellations; MIP metrics: AOI (company-wide), LVP, IRR; weightings not disclosed .
  • 2H24 MIP payout was 106% of target, driven by LVP achievement 200%, IRR 92%, partially offset by AOI at 65% .

Performance metrics table (company-wide 2H24 MIP):

MetricWeightingTargetActualPayout ImpactVesting/Payment
Adjusted Operating Income (AOI)Not disclosed Not disclosed 65% achievement Below target Paid in cash or RSUs per election; RSUs at 20% premium, 2-year lock-up .
Lifetime Value per Pet (LVP)Not disclosed Not disclosed 200% achievement Drives above-target payout Same as above .
Internal Rate of Return (IRR)Not disclosed Not disclosed 92% achievement Near target Same as above .

Earned short‑term incentives for John Gallagher (2024):

PeriodTarget ($)Earned (% of Target)Earned ($)Delivered Cash ($)Delivered RSUs ($)
Jan–Jun 2024 (Legacy)$65,000 29% $18,941 $9,067 $9,874
Jul–Dec 2024 (MIP)$118,281 106% $124,760 $124,760 $0

Long‑term incentives:

  • Annual performance RSUs granted for 2024 performance (Feb 2025): 26,619 RSUs to Gallagher; grant-date fair value $1,296,079; vests over two years quarterly (continued service) .
  • Promotion RSUs (Nov 2024): 13,838 RSUs; vest 1/4 at ~one-year anniversary then 1/16 quarterly .

Equity Ownership & Alignment

Beneficial ownership (as of April 16, 2025):

HolderShares Beneficially Owned% of Outstanding
John Gallagher32,706 (25,549 held + 7,157 RSUs vesting within 60 days) <1% (starred)

Outstanding equity awards (as of Dec 31, 2024):

Grant DateUnvested RSUs (Shares)Market Value ($)
Nov 12, 202413,838 $666,992
Feb 27, 202412,850 $619,370
Aug 14, 20234,966 $239,361
Aug 14, 2023495 $23,859
May 15, 2023288 $13,882
Feb 28, 20223,673 $177,039
Feb 22, 2021816 $39,331
Feb 22, 202119 $916

Key vesting schedules:

  • Nov 12, 2024 grant: 1/4 vests Nov 22, 2025; 1/16 quarterly thereafter .
  • Feb 27, 2024 grants: 1/8 vested May 22, 2024; 1/8 quarterly thereafter .
  • Aug 14, 2023: 1/4 vested Aug 25, 2024; 1/16 quarterly thereafter .
  • Earlier grants per table footnotes; all quarterly schedules per award .

Alignment policies:

  • Stock ownership guidelines: COO is an “Other Executive Officer” subject to 3× base salary; compliance required within 5 years; as of Dec 31, 2024 all NEOs and directors in-role ≥5 years were in compliance .
  • Hedging prohibited; pledging discouraged and requires pre‑approval; management updates board on outstanding pledges .
  • Clawback policy to recoup incentive comp upon restatements or misconduct; no clawbacks invoked in 2024 .

Employment Terms

Scenario (as of Dec 31, 2024)Severance CashEquity AccelerationBenefitsTotal
Termination Without Cause$273,509 $1,017 $274,526
Change-in-Control + Termination Without Cause (double trigger)$331,201 $1,780,749 $2,111,950

Program features:

  • Company-wide Severance Plan: tenure-based cash severance (min 2 weeks plus 2 weeks per year, capped at 26 weeks), earned unpaid bonuses, and one month medical premium; double-trigger change‑in‑control provides six months salary, earned unpaid bonuses, and immediate vesting of all unvested equity if terminated within 3 months before or 12 months after a CoC; 280G “best net” cutback applies .

Investment Implications

  • Pay-for-performance alignment strengthened: move from monthly legacy metrics to a simplified MIP tied to AOI, LVP, IRR yielded above-target outcomes (106%) amid strong 2H execution; LTI allocation keyed to intrinsic value growth and granted post-year in two-year RSUs promotes retention and value creation focus .
  • Retention risk moderated by double-trigger CoC protection and meaningful unvested RSU value ($1.78M acceleration under CoC); near-term selling pressure is constrained by 2-year lock-ups on RSU conversions of cash bonuses and quarterly vest schedules .
  • Ownership alignment is acceptable (beneficial <1%) with a 3× salary stock ownership guideline and strict anti‑hedging policy; pledging is limited and overseen, reducing financing-related misalignment risk .
  • Execution track record shows mixed H1 (29% legacy payout) followed by strong H2 MIP realization; operational focus on claims, enrollment, and efficiency under his remit is consistent with key metrics that drive AOI/LVP/IRR and company cash generation .
  • Governance and shareholder support are robust (2024 say‑on‑pay ~96.4%); clawback and disciplined award timing reduce headline risk; note late Form 4 filings disclosure for various officers including Gallagher, suggesting administrative controls should continue tightening .