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Timothy M. Dwyer

Director at OPPENHEIMER HOLDINGS
Board

About Timothy M. Dwyer

Independent director (age 63) serving since 2016; currently Audit Committee Chair and member of the Compensation and Compliance Committees . Founder, former CEO and Chairman of Entitle Direct Group (title insurance); prior roles include Managing Director at Greenhill & Co. (insurance coverage), Managing Director at Donaldson, Lufkin & Jenrette, Vice President at Salomon Brothers, and CPA at Arthur Andersen . Education: MBA, University of Chicago; BS in Accountancy, University of Illinois; Certified Public Accountant; designated “financial expert” on the Audit Committee under SEC/NYSE standards . Attendance is 100% across Board and committees in 2024, signaling strong engagement .

Past Roles

OrganizationRoleTenureCommittees/Impact
Entitle Direct Group, Inc.Founder, CEO & ChairmanFounded 2006Built title insurance company; brings insurance, compliance, entrepreneurial skill set
Greenhill & CompanyManaging Director (Insurance)2002–2005Investment banking focus on insurance
Donaldson, Lufkin & JenretteManaging Director (Insurance)1993–2001Investment banking; insurance specialization
Salomon Brothers Inc.Vice President1987–1993Investment bank experience
Arthur Andersen & Co.Certified Public Accountant1983–1985Accounting foundation; CPA

External Roles

  • No current public company directorships disclosed in OPY’s proxy for Dwyer .

Board Governance

ItemDetail
IndependenceBoard determined Dwyer is independent under NYSE standards
Current CommitteesAudit (Chair), Compensation, Compliance
Audit Committee designationFinancial expert; CPA; independent under Rule 10A-3 and NYSE 303A.02
Attendance (2024)Board 7/7; Audit 5/5; Compensation 2/2; Compliance 4/4; 100% overall
Board-wide attendanceAll directors attended 100% of Board and committee meetings in 2024
Executive sessionsLead Independent Director chairs regular non-management executive sessions
Committee role changes2024: Compensation Chair, Audit & Compliance member ; 2025: Audit Chair, Compensation & Compliance member

Fixed Compensation

Component (2024)AmountNotes
Cash Fees (Dwyer)$108,000Actual cash fees paid in 2024
Annual Retainer$50,000Standard director retainer
Board Meeting Fees$5,000 in-person; $2,000 virtualPer meeting attended
Committee Meeting Fees$1,000 per meetingPer committee meeting attended
Chair Stipend – Audit$25,000Applies to Audit Committee Chair (Dwyer in 2025)
Chair Stipend – other committees$15,000Committee Chairs except Audit

Performance Compensation

Equity AwardGrant DateSharesVesting ScheduleGrant-date Fair Value
Restricted StockJan 26, 20232,50025% on Jul 25, 2023; Jan 25, 2024; Jan 25, 2025; Jan 25, 2026 N/A (aggregate stock award value reported separately)
Restricted StockJan 25, 20243,00025% on Jul 24, 2024; Jan 24, 2025; Jan 24, 2026; Jan 24, 2027 $119,670 (2024 stock awards value)
Restricted StockJan 29, 20251,50025% on Jul 28, 2025; Jan 28, 2026; Jan 28, 2027; Jan 28, 2028 N/A

Stock vested and value realized:

YearShares VestedValue Realized
20232,500$109,281
20242,625$114,549
  • No option awards granted to directors; Dwyer had $0 in option awards for 2024 .
  • Director equity awards are time-based RSUs; no performance metrics disclosed for director equity (no TSR/EBITDA targets attached) .

Other Directorships & Interlocks

  • Compensation Committee interlocks: None; no interlocking relationships with other entities’ boards/compensation committees .
  • Audit Committee service on other public company audit committees: one current audit committee member (Behrens) serves on another public company’s audit committee; Dwyer’s external audit committee service not indicated .

Expertise & Qualifications

AttributeDetail
Financial ExpertDesignated “financial expert” (SEC/NYSE) on Audit Committee
Professional CredentialCertified Public Accountant
EducationMBA (University of Chicago); BS Accountancy (University of Illinois)
Industry Experience40+ years in financial services; investment banking and insurance specialization

Equity Ownership

As ofClass A Shares% of Class AHolding Form
March 1, 202523,375Less than 1%Held directly
  • No pledging disclosed for Dwyer; beneficial ownership table notes direct holdings and lists pledge/indebtedness details only for other insiders where applicable .
  • Company-wide: none of the directors/executive officers were indebted to the Company at 12/31/2024; margin accounts disclosed for A.G. and R.S. Lowenthal (on standard terms) not for Dwyer .

Governance Assessment

  • Strengths: Independence, CPA designation, and Audit Chair role bolster oversight of financial reporting and controls; Dwyer designated as a “financial expert” and led or served on key committees with 100% attendance in 2024, indicating high engagement .
  • Compensation alignment: Director pay combines fixed cash (retainer, meeting, chair fees) with time-vested RSUs; 2025 grant size (1,500 shares) is lower than 2024 (3,000 shares), signaling potential moderation in director equity dilution while maintaining alignment through multi-year vesting .
  • Conflicts/related-party: No related-party transactions involving Dwyer disclosed; Audit Committee (chaired by Dwyer in 2025) reviews and approves related-party transactions per charter, which is positive for conflict oversight .
  • Structural risk context: Dual-class structure concentrates 97.5% of voting Class B with A.G. Lowenthal, limiting stockholder influence; strong committee leadership and independent Lead Director/exec sessions partially mitigate governance concentration risk .

Red flags:

  • Concentrated voting control via Class B shares reduces investor leverage in elections and governance changes .

Net view: Dwyer’s credentials and committee leadership (particularly Audit Chair with financial expert status) support board effectiveness and investor confidence; absence of disclosed conflicts or indebtedness for Dwyer is favorable. Governance concentration risk from dual-class voting remains an overarching consideration .