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Jeffrey Stiefler

Director at OSW
Board

About Jeffrey E. Stiefler

Jeffrey E. Stiefler, age 78, has served as a director of OneSpaWorld Holdings Limited since March 2019. He holds a B.A. from Williams College and an M.B.A. from Harvard Business School, and brings extensive experience leading consumer and business services companies across financial services, fintech, software, and private equity, including chair and lead independent director roles at major public companies. He is deemed independent by the Board.

Past Roles

OrganizationRoleTenureCommittees/Impact
Worldpay, Inc. (formerly Vantiv)Non‑executive Chair (pre‑IPO), Chair post‑IPO, DirectorChair: Aug 2010–Jan 2018; Director through June 2019Led board through IPO; strategic oversight until acquisition by FIS
Fidelity National Information Services (FIS)Lead Independent Director of combined firm (post‑Worldpay acquisition)From June 2019 (end date not disclosed)Lead independent oversight post‑merger
LPL Financial CorporationDirector (prior)Not disclosedGovernance oversight
VeriFone Systems, Inc.Director (prior)Not disclosedGovernance oversight
Taleo Corporation, Inc.Lead Director (prior to acquisition by Oracle)Through April 2012Oversaw sale to Oracle
SquareTradeLead Director (prior to acquisition by Allstate)Through 2017Oversaw sale to Allstate
Digital InsightChairman, President & CEOAug 2003–Feb 2007Led company to sale to Intuit
American ExpressPresident & Director; President & CEO of American Express Financial AdvisorsNot disclosedSenior leadership roles

External Roles

CompanyRoleStatus
FIS (after acquiring Worldpay)Lead Independent DirectorPost‑June 2019; current status not specified in proxy
LPL FinancialDirector (prior)Past role
VeriFone SystemsDirector (prior)Past role
TaleoLead Director (prior)Past role; company sold in April 2012
SquareTradeLead Director (prior)Past role; company sold in 2017

Board Governance

  • Committee assignments: Chair, Nominating & Governance Committee; Member, Compensation Committee; not on Audit. Independent director.
  • Committee activity and engagement: Board held 7 regular meetings in 2024; Audit Committee met 8 times; Compensation Committee met 5 times; Nominating & Governance Committee met 5 times. All directors attended at least 75% of Board and committee meetings except one director (not Stiefler).
  • Leadership context: CEO and Chair roles combined at OSW, balanced by Lead Independent Director (Stephen W. Powell) and fully independent principal committees; Stiefler chairs Nominating & Governance, central to board composition, evaluation, and governance standards.

Fixed Compensation

ComponentAmountNotes
Annual Board cash retainer$75,000Standard for non‑employee directors
Committee chair fee (Nominating & Governance)$25,000Chair premium
Committee member fee (Compensation)$7,500Member fee
2024 Fees Earned or Paid in Cash$107,500Election to receive RSUs in lieu of cash; value matched to cash retainer

Performance Compensation

Equity AwardGrant DateFair ValueVestingDeferral Election
Annual Director RSUs2024 Board Year$125,006Fully vest at one‑year anniversary, subject to serviceMost directors (including Stiefler) elected to defer RSU settlement until separation or change in control

No performance metrics are tied to director compensation; awards are time‑based RSUs with optional deferral.

Other Directorships & Interlocks

TopicDetails
Compensation Committee interlocksNone; no insider participation; members (including Stiefler) were not officers or employees.
Registration rightsCertain directors party to amended registration rights agreement with piggyback rights; standard governance oversight via Audit Committee.
Shared directorships with OSW counterpartiesNone disclosed.

Expertise & Qualifications

  • Strategic, operations, and financial leadership across fintech, software, and consumer services; extensive board leadership including lead independent roles.
  • Governance expertise as current Chair of OSW’s Nominating & Governance Committee.

Equity Ownership

HolderShares% OutstandingNotes
Jeffrey E. Stiefler (total beneficial)183,000<1%Includes direct and trust holdings; less than one percent of 102,697,235 shares outstanding (as of Apr 21, 2025)
Direct109,072n/aHeld directly
Stiefler Trust U/T/D 5/31/0773,928n/aHe is trustee with voting/dispositive power
Unvested RSUs outstanding (as of 12/31/2024)13,589n/aDirector RSUs; most directors elected deferral
Hedging/PledgingProhibited by OSW policy for directorsAlignment positiveNo hedging or pledging allowed under Insider Trading Policy

Governance Assessment

  • Strengths: Independent status; chairs Nominating & Governance with active meeting cadence; solid attendance; compensation aligned with standard market structure (cash retainer plus time‑based RSUs, optional deferral). Hedging/pledging prohibition and clawback policy support alignment and accountability.
  • Potential watch‑items: Company’s combined CEO/Chair structure increases reliance on Lead Independent Director and committee chairs for counterbalance; Stiefler’s historical registration rights indicate standard liquidity mechanisms but warrant monitoring for any appearance of conflict. No related‑party transactions or compensation interlocks disclosed involving Stiefler.

Best AI for Equity Research

Performance on expert-authored financial analysis tasks

Fintool-v490%
Claude Sonnet 4.555.3%
o348.3%
GPT 546.9%
Grok 440.3%
Qwen 3 Max32.7%

Best AI for Equity Research

Performance on expert-authored financial analysis tasks

Fintool-v490%
Claude Sonnet 4.555.3%
o348.3%
GPT 546.9%
Grok 440.3%
Qwen 3 Max32.7%