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May Samali

Director at Inspirato
Board

About May Samali

May Samali (age 38) is an independent Class III director of Inspirato Incorporated since August 15, 2024, with a background spanning venture capital, entrepreneurship, corporate law, and leadership coaching. She founded and serves as CEO of Human Leadership Lab (est. 2020), holds an MPP from Harvard (John Monash Scholar), and Bachelor’s degrees in Law and Economics from the University of Sydney; she is an ICF Professional Certified Coach and a Fellow at the Institute of Coaching at Harvard Medical School . The Board determined she is independent under Nasdaq rules; the Board had a majority of independent directors in 2025, with Ann Payne as Lead Independent Director . She joined the Nominating & Corporate Governance Committee and is not a chair; attendance across 2024 met at least the 75% threshold for all directors during their service periods .

Past Roles

OrganizationRoleTenureCommittees/Impact
Human Leadership LabFounder & CEO2020–present Leadership development; executive coaching expertise
High Resolves GroupCEO, VenturesNot disclosed Led global tech ventures in education
Urban Innovation FundFirst employee2016–2018 Early-stage VC experience
Herbert Smith FreehillsCorporate lawyerNot disclosed Corporate law foundation

External Roles

OrganizationRoleTenureNotes
John Monash Foundation Leadership AcademyAdvisory board memberNot disclosed Leadership advisory
Investible Climate Tech FundAdvisory board memberNot disclosed Climate tech investment advisory
Institute of Coaching, Harvard Medical SchoolFellowNot disclosed Recognized coaching expertise
RMIT Centre for Future Skills & Workforce TransformationAdjunct Senior Industry FellowNot disclosed Future-of-work thought leadership
77 PartnersVenture PartnerNot disclosed Venture partner role

Board Governance

  • Committee memberships: Nominating & Corporate Governance Committee; current members are Scott Berman (Chair), May Samali, and Julie Wainwright .
  • Independence: Board determined Samali, Payne, Wainwright, Armstrong, and Berman are independent; Zamani (CEO/Chair) and Kallery (President through April 2025) are not .
  • Board structure: Combined Chair/CEO with Lead Independent Director (Ann Payne) to provide oversight and independence .
  • Attendance: In FY2024 the Board held 57 meetings; each director attended at least 75% of Board and applicable committee meetings during their service period .
  • Executive sessions: Independent directors meet in executive sessions without management periodically per governance guidelines .

Fixed Compensation

ComponentDetail
Annual cash retainer$40,000 per year for non-employee directors
Committee/chair feesAdditional fees depending on assignments (amounts not specified)
Meeting feesNone; no per-meeting attendance fees
Travel/membership benefitsChoice of Inspirato Pass ($26,500/year) or Club credits equivalent; one 7-night “FAM Trip”/year; Inspirato Rewards status; 72-hour short notice bookings
2024 cash fees (Samali)$16,305
2024 all other comp (Samali)$0

Performance Compensation

ItemGrant dateQuantity/ValueVesting/TermsNotes
New director RSU grant (Samali)Aug 15, 20245,000 RSUs outstanding as of 12/31/2024 Vests on one-year anniversary of appointment (Aug 15, 2025) 2024 reported stock awards fair value: $20,700
Annual RSU policyAfter each annual meetingLesser of 5,000 shares or $50,000 equivalent, based on closing price; first Annual Award prorated by days served to next annual meeting; vests at earlier of one-year from grant or next annual meeting Time-based vesting; no performance metrics disclosed for director RSUs Applies to all non-employee directors
Options (Samali)N/ANone disclosed

Performance metrics table (director compensation)

Metric categoryDisclosed for Samali
Financial/operational metrics tied to director equityNone disclosed; director RSUs are time-based
ESG/TSR metrics tied to director payNone disclosed

Other Directorships & Interlocks

CompanyBoard roleCommittee rolesInterlocks/Conflicts
None disclosedNo other public company boards disclosed in proxy
  • Context: One Planet Group invested $10.0M in Aug–Sep 2024 plus an option exercised in Dec 2024; the Investment Agreement named four new directors and set Board size at six, indicating significant investor influence on board composition . The Board still assessed independence individually; Samali is independent .

Expertise & Qualifications

AttributeDetail
EducationMPP, Harvard University (John Monash Scholar); Bachelors in Law and Economics, University of Sydney
Technical/expertise areasCorporate law, VC, entrepreneurship, leadership coaching; featured in Forbes, TechCrunch, Stanford Social Innovation Review
Professional credentialsICF Professional Certified Coach; Fellow at Institute of Coaching (Harvard Medical School)
RecognitionTop 15 Coaches in Sydney (Influence Digest, 2024)

Equity Ownership

CategoryAmount
Total beneficial ownership5,000 shares; less than 1% of Class A common stock
Vested vs unvested5,000 RSUs outstanding (unvested) as of 12/31/2024
Options (exercisable/unexercisable)None disclosed
Shares pledged as collateralProhibited by insider trading policy
Hedging of company stockProhibited (short sales, derivatives, hedging transactions barred)
Ownership guidelinesCompensation committee reviews/establishes director ownership guidelines; specific multiples not disclosed

Insider trades and filings (process)

Filing dateTransaction/event dateDescriptionNote
Oct 30, 2024Oct 14, 2024Company filed Form 4 late for equity grant reporting for Ms. SamaliCompany cited unintentional delays; enhanced procedures implemented

Governance Assessment

  • Strengths: Independent status; service on Nominating & Corporate Governance Committee; robust prohibition on hedging/pledging; structured non-employee director compensation policy; lead independent director in place .
  • Risks/Considerations: Board composition influenced by One Planet Group’s financing (four directors named); related-party arrangements with One Planet Group (services agreement, guarantee fees paid via share issuance) create heightened oversight needs—Audit Committee oversees related-party transactions per policy . Minor process issue with late Section 16 filings, including one for Samali; company implemented enhancements .
  • Alignment: Director RSUs are time-based and annual cash retainer modest; travel memberships/perks are meaningful in-kind benefits but disclosed and valued at member travel rates; no evidence of hedging/pledging or pledges of shares .

RED FLAGS: Related-party exposure at the company level (One Planet Group investments, guarantee, services agreement) warrants continued scrutiny; no direct tie disclosed for Samali, but overall board independence and committee oversight must remain robust . Late Form 4 filings noted as procedural issues, not substantive misconduct; monitoring improvements promised .