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Christopher H. (Toby) Smith

Director at CASK
Board

About Christopher H. (Toby) Smith

Christopher H. “Toby” Smith (age 86) has served as an independent director since 2022. He is a career attorney licensed in New York, Connecticut, and Washington, D.C.; a former partner at Whitman & Ransom (now Winston & Strawn LLP) and Of Counsel to Foley & Lardner; and founder/attorney at Alexander, Smith & Company, Inc. since February 1986. He holds a B.A. from Williams College and a J.D. from Yale Law School, completed clerkships with the U.S. Court of Appeals (D.C.) and the Supreme Court of Connecticut, was an OAS Fellow, and studied comparative law in Venezuela .

Past Roles

OrganizationRoleTenureCommittees/Impact
Wildlife Conservation Society (Bronx Zoo)Chief Executive OfficerNot disclosedExecutive leadership role
Whitman & Ransom (now Winston & Strawn LLP)PartnerNot disclosedLegal leadership
Foley & LardnerOf CounselNot disclosedLegal counsel
Puma USA; Sylvania International; Escada; London Fog; Medical Staffing Network; Barnes Engineering; Atkins Nutritionals; Thompson Media; Oneida, Ltd.Executive Chairman, Lead Director, CEO, CFO, GC (various roles)Not disclosedBoard/executive roles across public/private enterprises

External Roles

OrganizationRoleTenureNotes
Alexander, Smith & Company, Inc.Attorney; FounderFeb 1986 – presentCT-based legal and financial advisory firm

Board Governance

  • Independence: The Board identifies five independent directors; Audit, Compensation, and Nominating & Corporate Governance Committees are comprised solely of independent directors under Nasdaq/SEC rules .
  • Committee assignments:
    • Audit Committee: Member (Chair: Troy Alstead; members: Alstead, Smith, Trevan); all meet Rule 10A‑3 independence; Alstead is the “audit committee financial expert” .
    • Nominating & Corporate Governance Committee: Chair (members: Smith, Alstead, Swann); all independent .
    • Compensation Committee: Not a member (members: Trevan [Chair], Wensel, Swann) .
    • Technology & Cryptocurrency Committee: Not a member (members: Swann [Chair], Trevan, Varga, Stiefel) .
  • Director elections/tenure: Class III director; nominated for re‑election at the 2025 Annual Meeting to a term ending at the 2028 Annual Meeting .
  • Attendance and engagement: Directors are expected to attend annual meetings; independent directors may convene executive sessions at each board meeting at the Chair’s inquiry—minutes sealed unless action is taken .
  • Related‑party oversight: Audit Committee charter includes review/approval of related‑party transactions; formal policy applies to transactions >$120,000 involving directors/executives/≥5% holders or immediate family members .

Fixed Compensation

ComponentAmountFrequencyNotes
Board cash retainer$40,000Annual (payable quarterly)Adopted at/after Nov 2024 IPO
Committee Chair fee (each committee)$5,000Per quarterChair earns only chair fee for that committee
Committee Member fee (each committee)$2,500Per quarterAdditional to base retainer
2024 cash fees earned$10,000AnnualDeferred until 2025
ReimbursementActual, preapprovedWithin 30 daysTravel/lodging for board meetings

Performance Compensation

Award Type / MetricGrant DetailVesting / PerformanceChange-of-Control Treatment
Initial RSU award (non‑employee directors)One-time grant at appointmentVests in two equal tranches on 1st and 2nd anniversaries of board service (service-based) RSUs (not subject to performance goals) vest in full and settle; dividend equivalents settle, if any
Optional initial stock option grantOne-time grant; amount set by BoardVesting per equity plan; service-based unless otherwise specified Options become immediately and fully vested; cash-out for in‑the‑money options; underwater options canceled
Annual director equity grantType/amount/vesting set annually under 2024 PlanDetermined by Board each year at annual meeting Subject to plan change‑of‑control terms
Performance-goal awards (plan-wide)Applies to awards with performance periodsIf outstanding, paid at better of target or trend through sale event
  • Limit on director awards: The Board sets a maximum combined value per fiscal year for cash fees plus equity awards to any non‑employee director .

Director Compensation (2024 actuals)

NameFees Earned or Paid in Cash ($)Stock Awards ($)All Other Compensation ($)Total ($)
Christopher (Toby) Smith$10,000 $8,000 $18,000

Other Directorships & Interlocks

  • Current public company directorships: Not disclosed in the 2025 proxy materials reviewed .
  • Prior board/executive roles (representative): Executive Chairman/Lead Director/CEO/CFO/GC roles across Puma USA, Sylvania International, Escada, London Fog, Medical Staffing Network, Barnes Engineering, Atkins Nutritionals, Thompson Media, Oneida, Ltd. (tenures not disclosed) .

Expertise & Qualifications

  • Legal and governance expertise: Decades of legal practice; leadership in executive and board roles across multiple enterprises .
  • Education: Williams College (undergraduate); Yale Law School (J.D.); comparative law studies; OAS Fellow; judicial clerkships (U.S. Court of Appeals D.C.; Supreme Court of Connecticut) .
  • Board qualification emphasis: NCG Committee targets balance of skills and specialized knowledge (financial/industry/technology) and evaluates integrity, judgment, diversity of experience, and other board time commitments .

Equity Ownership

HolderShares Beneficially Owned% of ClassRecord DateShares Outstanding Basis
Christopher H. (Toby) Smith104,500 <1% July 23, 2025 15,401,989
  • Pledging/hedging: No pledging/hedging disclosure identified for Smith in the 2025 proxy statements reviewed .
  • Options/RSUs outstanding: Not disclosed by instrument for Smith; equity awards reported as aggregate grant date fair value ($8,000 for 2024) .
  • Ownership guidelines: Director stock ownership guidelines not disclosed in the proxy sections reviewed .

Governance Assessment

  • Strengths:

    • Independence and committee leadership: Smith serves as Chair of the Nominating & Corporate Governance Committee and sits on the Audit Committee—both comprised solely of independent directors, reinforcing board oversight of nominations, governance, and financial reporting .
    • Legal/governance depth: Senior legal credentials and extensive executive/board experience across industries support board effectiveness in risk oversight and governance policy .
    • Clear director pay framework: Transparent cash retainer and granular committee fees post‑IPO; service‑based RSUs align tenure with equity .
  • Watch items / RED FLAGS:

    • Section 16(a) reporting lapse: All directors and executives, including Smith, failed to file timely Form 3 at IPO effective date; subsequently remedied. While minor, it is a compliance signal to monitor for reporting hygiene .
    • Limited disclosure of attendance metrics: Expectations to attend annual meetings are stated, but no quantitative board/committee attendance rates are disclosed—reducing direct visibility into engagement .
    • Ownership alignment: Beneficial ownership is <1% (104,500 shares), which is typical for small‑cap boards but provides limited direct economic alignment; no ownership guideline disclosure to benchmark compliance .
    • Related‑party exposure vigilance: Audit Committee oversees related‑party transactions; one director (Varga) had a consulting arrangement in 2023–2024. No related‑party transactions are disclosed for Smith, but policy reliance makes committee rigor essential .
  • Compensation structure signals:

    • Post‑IPO increase in fixed cash retainer from prior practice to $40,000 per year plus quarterly committee fees increases guaranteed cash versus at‑risk equity, potentially diluting performance sensitivity for directors; however, service‑based RSUs maintain time‑based alignment .
    • Equity plan includes standard change‑of‑control acceleration for service‑based RSUs and immediate vesting/cash‑out for options; performance awards pay at better of target or trend—ensure guardrails against windfalls during sale events .