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Matthew J. Swann

Director at CASK
Board

About Matthew J. Swann

Matthew J. Swann, age 54, was appointed to the Board of Heritage Distilling Holding Company, Inc. (NASDAQ: CASK) on January 6, 2025 and seated in Class II with his initial term expiring at the 2026 annual meeting; he was simultaneously named Chair of the newly created Technology and Cryptocurrency Committee. He is a seasoned technology executive with decades of experience in cloud computing, fintech and digital payments, having served as CTO at NuBank and Booking.com, VP at Amazon in global payments, CTO at StubHub, and CIO for Citibank’s Global Consumer Bank; he holds a B.S. in Computer Information Systems from Arizona State University. He is designated independent under Nasdaq and SEC standards.

Past Roles

OrganizationRoleTenureCommittees/Impact
NuBank (NYSE: NU)Chief Technology OfficerMar 2021 – Feb 2023Drove innovation, growth and strategy across product/platform development
Booking.com (NASDAQ: BKNG)Chief Technology Officer2018 – Mar 2021Led technology transformation at major online travel agency
Amazon (NASDAQ: AMZN)Vice PresidentNearly a decadeEstablished and oversaw international/global digital payment platforms
StubHubChief Technology OfficerNot disclosedSenior-level technology leadership
Citibank (NYSE: C)Chief Information Officer (Global Consumer Bank, Cards, Payments, Digital)Not disclosedOversaw large-scale tech operations
Foo ServicesPresident (technology consulting)Since Jan 2023Strategic advisor and consultant

External Roles

OrganizationRoleStatusNotes
Thredd Payments (London-based fintech)Non-executive DirectorCurrentSupports digital innovation/strategy
Payfare Inc. (TSX: PAY)DirectorPriorServed prior to the company’s sale to a third party

Board Governance

  • Committee assignments and roles:
    • Technology & Cryptocurrency Committee: Chair; mandate includes evaluating technology, AI implementation, and oversight of cryptocurrency treasury policy (Bitcoin as primary crypto)
    • Compensation Committee: Member; independent; committee reviews and approves director and executive compensation and administers stock plans
    • Nominating & Corporate Governance Committee: Member; independent; committee handles director qualifications, board organization, and best-practice governance policies
  • Independence: Board determined five directors are independent; only independent directors serve on Audit, Compensation, and Nominating & Governance Committees. Swann is independent under Nasdaq/SEC rules
  • Term and class: Class II director; term expires at the 2026 annual meeting; expected to stand for re-election
  • Board leadership: CEO Justin B. Stiefel is Chairman; independent directors may meet in executive session after each meeting at their discretion
  • Attendance: Annual meeting attendance is expected for all directors; specific board/committee attendance rates not disclosed

Fixed Compensation

ComponentAmountNotes
Annual cash retainer (non-employee director)$40,000 per yearPayable quarterly; excludes executive directors
Committee Chair fee (per committee)$5,000 per quarter ($20,000/year)Paid in addition to base retainer; chair earns chair fee only (not member fee)
Committee Member fee (per committee)$2,500 per quarter ($10,000/year)Paid in addition to base retainer
ReimbursementPreapproved travel/lodging expenses reimbursed within 30 daysRequires satisfactory documentation

Performance Compensation

Award TypeGrant DetailsVesting / MetricsChange-of-Control TreatmentClawback / Restrictions
One-time initial RSU (non-employee director)Granted upon appointment (amount set by Board)Vests in arrears in two equal tranches on first and second anniversaries of board service; no specific performance metrics disclosed for directors
Optional one-time initial stock optionsEligible at Board discretion under 2024 PlanStandard option terms per Plan; director-specific strike/term not disclosed
Annual equity grantsDetermined annually by Board under 2024 PlanAward type/amount/vesting schedule set for continued service; metrics not specified for directors
Plan treatment on “sale event”Options: immediate vest; cash-out if in-the-money; RSUs (non-performance) vest and settle; performance awards canceled for cash at better of target or trendApplies if awards not assumed or replaced by acquirer
Clawbacks and anti-repricingAwards subject to recoupment policies; no option repricing/exchanges without stockholder approval2024 Plan prohibits backdating and repricing; recoupment/claw-back policy applies

Other Directorships & Interlocks

ItemDetails
Compensation Committee interlocksNone: no executive officer served on another issuer’s board/comp committee with a reciprocal relationship; committee members (including Swann) have not been officers or employees of the Company
Related-party transactions (Item 404)None for Swann; no current or proposed transactions requiring disclosure

Expertise & Qualifications

  • Deep technology, fintech, digital payments, e-commerce, AI and data analytics experience aligned with CASK’s DTC/e-commerce ambitions and crypto policy development
  • Governance qualification: serves on Compensation and Nominating & Corporate Governance committees, bringing specialized technology oversight as Chair of Technology & Cryptocurrency Committee
  • Education: B.S., Computer Information Systems, Arizona State University

Equity Ownership

HolderCommon SharesOptions Exercisable within 60 DaysTotal Beneficial Ownership% of Class
Matthew J. Swann105,750 570 106,320 <1%
  • Insider trading policy: prohibits hedging, short sales, margin purchases, and pledging of Company stock; trading limited to open windows (except 10b5-1 plans). No pledging by directors permitted under policy .

Governance Assessment

  • Strengths:
    • Independent director with relevant technology and payments expertise; active engagement through chairing Technology & Cryptocurrency and membership on Compensation and NCG committees .
    • Ownership alignment via common stock and options; policy prohibits hedging/pledging, supporting alignment with shareholders .
    • No related-party transactions and no compensation committee interlocks, reducing conflict risk .
  • Concerns / Watch items:
    • Oversight of Bitcoin Treasury Policy and crypto acceptance/holding strategy introduces non-core asset volatility and operational/controls complexity; while governance structures are defined, execution risk and market perception require monitoring .
    • Company pursued significant equity financing and authorized share increases in 2025; while not director-specific, dilution and capital structure changes may affect investor confidence; Compensation Committee should scrutinize pay/equity usage amid high dilution rates .
    • Section 16 initial Form 3 filings were late for all directors/executives at IPO but subsequently filed; minor compliance blemish to track for future governance discipline .

Overall, Swann’s committee leadership and independence are positives for board effectiveness, particularly on technology/crypto oversight. The crypto treasury initiative is a strategic differentiator but raises governance and risk oversight demands; continued clarity on controls, custody, accounting (ASU 2023-08), and risk thresholds will be critical to sustaining investor confidence.