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Gretchen Howard

Director at FlywireFlywire
Board

About Gretchen Howard

Independent director (Class II) at Flywire since September 2023; age 51 as of the proxy record date. Former Chief Operating Officer at Robinhood Markets (2019–Jan 2024), Partner at CapitalG (2014–2019), with senior roles at Google and Fidelity. Education: B.A. Williams College and M.B.A. Harvard Business School. The board considers her qualified for expertise in technology and payments strategy .

Past Roles

OrganizationRoleTenureCommittees/Impact
Robinhood Markets, Inc.Chief Operating Officer2019–Jan 2024Oversaw brokerage, compliance/operations, HR, trust & safety, support, strategy
CapitalG (Alphabet growth fund)Partner2014–2019Growth equity investing; tech portfolio engagement
GoogleSenior ManagementPrior to 2014Senior leadership roles (not individually enumerated)
Fidelity InvestmentsSenior ManagementPrior to GoogleSenior leadership roles (not individually enumerated)

External Roles

OrganizationRoleStatusNotes
AllTrailsDirectorPrivate companyOutdoor navigation/mobile app
Thumbtack, Inc.DirectorPrivate companyHome services marketplace
Williams CollegeBoard of TrusteesNon-profitAlma mater governance role
YMCA of San FranciscoFormer Board MemberNon-profitPast community board service

Board Governance

  • Director class and term: Incumbent Class II; term expires in 2026 .
  • Independence: Board determined Ms. Howard is independent under Nasdaq rules; meets “non-employee director” criteria under Rule 16b-3 .
  • Committees: Member, People & Compensation Committee (current members: Diane Offereins—Chair, Matthew Harris, Gretchen Howard). 2024 activity: five formal meetings; four actions by written consent .
  • Other committees: Audit Committee (Chair: Edwin Santos; members: Santos, Alex Finkelstein, Carleigh Jaques, Phillip Riese); Nominating & Corporate Governance Committee (Chair: Riese; members: Riese, Santos) .
  • Board leadership: Chair of the Board is Phillip Riese; CEO and Chair roles separated .
  • Attendance: Board held six meetings and acted by written consent six times in 2024; no director attended fewer than 75% of meetings/committee meetings .
  • Executive sessions: Independent directors meet in executive session without management during regularly scheduled meetings .

Fixed Compensation

ComponentFY 2023FY 2024Notes
Board cash retainerPro-rated; $11,587 $35,000 included in $41,000 total cash Annual retainer payable quarterly
People & Compensation Committee member feeIncluded in pro-rated cash $6,000 (member) included in $41,000 cash Committee fee schedule
Committee chair feesN/AN/ANot a chair
Total cash fees earned$11,587 $41,000 2024 cash reflects retainer + committee fee

Non-employee director cash structure: Director $35,000; Audit Chair $20,000 / member $10,000; People & Compensation Chair $12,000 / member $6,000; Nominating Chair $8,000 / member $4,000 .

Performance Compensation

Grant TypeGrant DateSharesGrant Date Fair Value ($)VestingChange-in-Control Treatment
Initial RSU (on appointment)9/19/202311,415 $349,984 (annual stock awards column for 2023) 3 equal annual installments Accelerates and fully vests on change in control, death, or disability
Annual RSU6/4/202410,466 $174,992 (annual stock awards column for 2024) Vests on first anniversary of grant if continuous service Accelerates and fully vests on change in control, death, or disability

Outstanding awards at 12/31/2024: Options 0; RSUs 18,076 for Ms. Howard .

Other Directorships & Interlocks

  • Current public company directorships: None disclosed for Ms. Howard; her listed boards are private or non-profit .
  • People & Compensation Committee interlocks: None; no committee member served as an officer of the Company, and no executive officer served on another entity’s board/compensation committee that interlocks with Flywire .

Expertise & Qualifications

  • Deep operating experience in fintech, brokerage operations, compliance, customer trust/safety, and scaled support functions (Robinhood COO) .
  • Growth equity investing expertise (CapitalG), and senior tech leadership (Google) .
  • Education credentials (Williams, Harvard Business School) .

Equity Ownership

ItemValueAs-of DateNotes
Beneficial ownership (voting common)23,160 shares; <1% of class4/8/2025Based on 120,004,210 voting shares outstanding
RSUs outstanding18,076 units12/31/2024Director RSU inventory as of year-end
Options exercisable/unexercisable012/31/2024None outstanding
Ownership guidelines (directors)5x annual cash retainerAdopted Nov 2024Directors have 3 years to comply; as of end of 2024, each director satisfied guidelines
Hedging/PledgingHedging prohibited; pledging permitted only with prior clearanceInsider Trading Policy (Q1 2023)Policy-level restriction; no pledges disclosed for Ms. Howard in proxy

Director Compensation (Totals)

MetricFY 2023FY 2024
Fees Earned or Paid in Cash ($)$11,587 $41,000
Stock Awards ($)$349,984 $174,992
Total ($)$361,571 $215,992

Insider Trades

DateFormTransactionSharesPriceOwnership AfterNotes
02/27/2025Form 4 filed 03/03/2025Open market purchase (P)8,889$10.9391 (weighted avg.)30,770 (Direct)Multiple trades within $10.935–$10.94 range; director undertakes to provide breakdown upon request
06/03/2025Form 4 filed 06/05/2025Statement of changes in beneficial ownershipFiling exists; details accessible via IR SEC filings

Signal: An open-market purchase in Feb 2025 at ~$10.94 indicates incremental alignment and confidence from an independent director .

Say-on-Pay & Shareholder Feedback

ProposalVotes ForVotes AgainstAbstainBroker Non-Votes
Advisory vote on NEO compensation (2025 meeting)70,938,28018,757,25070,46515,746,922

Governance Assessment

  • Board effectiveness and engagement: Howard serves on an active People & Compensation Committee (five formal meetings, four written consents in 2024), contributing to CEO/NEO pay setting, equity plan oversight, succession reviews, and clawback/ownership policy administration—positive governance signal .
  • Independence and attendance: Confirmed independent; attendance ≥75% benchmark met; independent director executive sessions in place—supports robust oversight .
  • Compensation mix and alignment: Director pay is equity-heavy (2024 stock awards $174,992 vs cash $41,000), with strict stock ownership guidelines (5x retainer) and an insider purchase in Feb 2025—strong alignment; RSUs are time-based, not PSU/metric-linked .
  • Potential conflicts: Proxy discloses committee interlocks as none; related-party transactions must be approved by Audit Committee and none are disclosed for Ms. Howard—low conflict risk .
  • Risk controls: Hedging prohibited; pledging only with clearance—policy mitigates misalignment risk; change-in-control acceleration of director RSUs is standard but may be viewed by some investors as less performance-sensitive; no tax gross-ups or meeting fees disclosed .

RED FLAGS to monitor

  • RSU acceleration on change in control for directors—common, but reduces performance contingency for equity; monitor for any modifications or repricing of awards (none disclosed) .
  • Pledging permitted with prior clearance—policy-managed but a potential risk if used; no pledges disclosed for Ms. Howard in the proxy .

Net view: Gretchen Howard brings scaled fintech operations expertise and maintains strong alignment via equity-heavy pay, satisfied ownership guidelines, and recent open-market buying. Committee engagement and independence are clear; low observable conflict risk in disclosures .