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Stephen Bailey

Director at Ibotta
Board

About Stephen Bailey

Stephen Bailey (age 45) is an independent director of Ibotta, Inc. (IBTA) since February 2024; he is CEO and Founder of ExecOnline, has prior leadership roles in software/information services, and holds a J.D. from Yale Law School and a B.A. from Emory University . He serves on IBTA’s Audit and Compensation Committees and was previously on the Nominating & Corporate Governance Committee before stepping off in March 2025 . IBTA’s Board has determined Bailey is independent under NYSE rules, and he met the company’s attendance thresholds in 2024 (≥75% of board/committee meetings) .

Past Roles

OrganizationRoleTenureCommittees/Impact
ExecOnline, Inc.Founder & Chief Executive Officer2011–PresentLeads B2B leadership development platform; technology and management expertise
Frontier Strategy Group, LLCChief Executive Officer & Chief Product Officer2006–2011Software & information services; operating and product leadership
WilmerHaleAssociate (VC/PE group)Prior to 2006Legal and regulatory experience

External Roles

OrganizationRoleTenureCommittees/Impact
Match Group, Inc.DirectorSince June 2020Audit Committee member; governance and tech oversight

Board Governance

  • Committee assignments: Audit Committee member (joined March 2025), Compensation Committee member; previously Nominating & Corporate Governance Committee (stepped off March 2025) .
  • Financial expertise: IBTA designated Audit Committee financial experts as Doshi and Lehrman; Bailey is not designated a financial expert, but Board Skills Matrix credits him with financial/accounting, risk governance, and cybersecurity/data privacy skills .
  • Independence: Board affirmed Bailey as independent under NYSE standards .
  • Attendance/engagement: Board held 10 meetings in 2024; each director attended ≥75% of board and committee meetings during service periods .
  • Governance context: IBTA is a controlled company by founder Bryan Leach but states it does not rely on the controlled company exemptions and intends full NYSE governance compliance .

Fixed Compensation

Metric (FY2024)Amount
Fees Paid or Earned in Cash ($)$36,896
Committee Fee Structure (Policy)Audit Committee member $10,000/year; Compensation Committee member $7,500/year; annual outside director cash retainer $40,000/year; paid quarterly and prorated by service length
Total Cash ($)$36,896

IBTA’s outside director compensation policy effective at IPO includes retainers and committee fees; amounts are paid quarterly and may be prorated for partial-year service, consistent with Bailey’s 2024 cash fees .

Performance Compensation

ComponentGrant DetailVestingValue/Shares
Initial RSU grant at IPORSUs equal to $400,000 divided by IPO price; granted immediately following IPO completion (grant-date fair value determined by closing price)Vests in equal annual installments over 3 years, subject to continued serviceDirector Stock Awards (aggregate grant-date fair value): $460,863 (FY2024)
Annual RSU grant$200,000 grant value annually if continuous service for 6 months before annual meeting100% vests by first anniversary or prior to next annual meeting, subject to continued servicePolicy provision; intent to grant similar RSUs to non-employee directors each annual meeting
Change-in-control (directors)Equity awards fully vest; performance-based deemed at 100% target unless otherwise providedSingle-trigger vesting at change in control for non-employee directors’ awards per policyPolicy term

No director-specific performance metrics (e.g., TSR/EBITDA) apply to director RSUs; awards are time-based under the Outside Director Compensation Policy .

Other Directorships & Interlocks

CompanyRelationshipPotential Interlock/Conflict
Match Group, Inc.Public company director; Audit Committee member since June 2020No IBTA-disclosed business ties with Match Group; no interlock noted

Expertise & Qualifications

Expertise AreaEvidence
CEO and Operational ExperienceCEO at ExecOnline; prior CEO/CPO at Frontier Strategy Group; Board Skills Matrix marks CEO/Operational
Product, AdTech, Marketing/DigitalBoard Skills Matrix: Product & AdTech; Marketing & Digital Media
Financial/Accounting & Governance/RiskBoard Skills Matrix: Financial & Accounting; Risk Management & Corporate Governance
Cybersecurity & Data PrivacyBoard Skills Matrix: cybersecurity and data privacy; Audit Committee oversees cyber risk
Legal/RegulatoryWilmerHale experience; Board Skills Matrix marks legal/regulatory
EducationJ.D. Yale Law School; B.A. Emory University

Equity Ownership

MetricAmount/Detail
Beneficial ownership (Class A)1,515 shares via RSUs expected to vest within 60 days of Mar 15, 2025; <1% ownership
Outstanding unvested stock awards (as of 12/31/2024)4,545 RSUs unvested
OptionsNone reported
Hedging/PledgingCompany policy prohibits short sales, hedging, and pledging; applies to directors

Insider Trades

DateTransaction TypeSharesPriceNotes
No Form 4 transactions disclosed in proxy; company reports late filings for certain insiders, but none for Stephen Bailey in FY2024

Compensation Committee Analysis

  • Composition: Amanda Baldwin (Chair), Stephen Bailey (Member), Thomas D. Lehrman (Member); Sheppard resigned March 14, 2025 on becoming Interim CFO .
  • Independence & interlocks: 2024 members (Baldwin, Bailey, Sheppard) were non-employees; no cross-comp committee interlocks disclosed with other companies’ executives .
  • Consultant: Compensia retained as independent compensation consultant; no conflicts identified; assisted with peer group and compensation structure for executives and directors .

Related-Party Transactions (Conflict Scan)

  • No related-party transactions involving Stephen Bailey disclosed; policy requires Audit Committee review/approval of related-party deals over $120,000 .
  • Notable related-party items elsewhere: retention of Wilson Sonsini (Board member Sonsini is founding partner); convertible notes to KDT and certain founder family affiliates; Walmart program and warrant—none involve Bailey .

Governance Assessment

  • Strengths:

    • Independence affirmed; active committee roles (Audit and Compensation) support board effectiveness .
    • Attendance and engagement thresholds met; board held 10 meetings in 2024 .
    • Robust governance policies: insider trading policy with hedging/pledging prohibitions; clawback policy for officers; structured committee charters .
    • Controlled company acknowledges status but states it does not rely on governance exemptions, signaling intent for higher governance standards .
  • Alignment/Pay Structure:

    • 2024 director pay mostly equity-based (stock awards $460,863; cash fees $36,896), consistent with alignment via RSUs and standard market practice for emerging public tech companies .
    • Time-based vesting promotes retention; annual RSU grants reinforce continued service; change-in-control single-trigger for directors is customary but merits monitoring .
  • Potential Risks/Watch Items:

    • Controlled company dynamic concentrates voting power with founder; may limit shareholder influence despite governance compliance assertions .
    • Director equity acceleration at change-in-control (single-trigger) could be perceived as less performance-oriented for directors; monitor grant sizing relative to policy cap ($750,000 annual limit, $1,000,000 first-year) .
    • No disclosed stock ownership guidelines for directors; beneficial holdings for Bailey are modest (<1%), though RSU policy provides ongoing accumulation; monitor long-term ownership build .

Overall, Stephen Bailey presents as an engaged, independent director with relevant technology, governance, and audit exposure, serving on key committees and operating under policies that reduce classic alignment risks (no hedging/pledging). No specific conflicts or related-party exposures were disclosed for Bailey in FY2024 .