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Charles Jacobson

Director at Destiny Tech100
Board

About Charles Jacobson

Charles Jacobson (age 54) is a nominee for Class III director of Destiny Tech100 Inc. (DXYZ) with a background spanning audit, transaction advisory, and executive leadership; he currently serves as a Business Development Executive at CFGI, LLC, previously was Senior Managing Partner at CFGI, and earlier co-founded and served as CEO of Pine Hill Group, advising on capital markets, M&A, GAAP, and SEC reporting; he began his career in senior managerial audit roles at Ernst & Young and BDO Seidman, holds a B.S. in Accounting from Rutgers University, and is a Certified Public Accountant . If elected at the November 28, 2025 annual meeting, he will serve as a Class III director until the 2028 annual meeting; the Board intends for him to chair the Audit Committee and serve on the Compensation and Nominating & Corporate Governance Committees, and characterizes him as independent from the Company, the Adviser, and Destiny XYZ Inc. .

Past Roles

OrganizationRoleTenureCommittees/Impact
CFGI, LLCBusiness Development Executive; formerly Senior Managing PartnerBusiness Development Executive (2024–present); Senior Managing Partner (2019–2024)Led business development; senior leadership at accounting and advisory firm
Pine Hill GroupCo-Founder and Chief Executive OfficerPrior to CFGI acquisition (years not specified)Led day-to-day operations, strategy, M&A advisory; SEC reporting/GAAP advisory
Ernst & Young LLPSenior managerial audit rolesEarly career (years not specified)Led audit engagements for private, pre-IPO and public companies
BDO Seidman, LLPSenior managerial audit rolesEarly career (years not specified)Led audit engagements for private, pre-IPO and public companies

External Roles

OrganizationRoleTenureNotes
Rubicon Technology, Inc. (public)Board Member and Chairperson2025–presentPublic company directorship and chair role
Floravista CapitalOperating Partner; Board Member2025–presentPrivate equity firm roles
Bridger Companies, Inc. d/b/a Pillar AdvisorsStrategic Adviser2025–presentFinancial services adviser role
Coppermine Ventures, LLCStrategic Adviser2025–presentInvestment company adviser role
Tribexa, Inc.Strategic Adviser2025–presentFinancial services adviser role
UpDraft Solutions, Inc.Strategic Adviser2025–presentContract management platform adviser role
Exaltaret, LLCAdvisory Board Member2024–presentStrategy and revenue advisory firm
Network for Teaching Entrepreneurship (NFTE)Board Member; Finance Committee Chair; Audit Committee Member; Executive Committee Member2023–present (governance committee 2022–2023)Non-profit governance roles and committee leadership

Board Governance

  • Committee assignments and leadership (expected upon election): Audit Committee Chair; member of Compensation and Nominating & Corporate Governance Committees; Board has determined he qualifies as an “audit committee financial expert” (Item 3 of Form N‑CSR) .
  • Independence: Company states he is independent of DXYZ, the Adviser, and Destiny XYZ Inc.; Board limits Audit, Compensation, and Nominating & Governance committees to Independent Directors under NYSE/Exchange Act/1940 Act standards .
  • Attendance and engagement baseline: The Board met 8 times in 2024 and all incumbent directors attended all Board and committee meetings (note: Jacobson was not yet a director in 2024) .
  • Board leadership: Chairman is an interested director (CEO Sohail Prasad); Board has no lead independent director; Ms. Nelson (independent and Audit Chair pre‑meeting) served as liaison to management .
  • Auditor oversight context: Marcum LLP was dismissed Sept 8, 2025; KPMG LLP appointed as new independent auditor for FY 2025; no disagreements or reportable events disclosed; KPMG stated no material financial interests; Audit Committee comprised solely of Independent Directors made the selection .

Fixed Compensation

ComponentAmount/TermsNotes
Annual cash retainer (Independent Directors)$100,000 per yearPaid to Independent Directors; interested directors receive no director pay
Meeting/Committee feesReimbursement of reasonable out-of-pocket expenses for Board and committee meetings (including telephonic)No per-meeting cash fees disclosed beyond expense reimbursement
2024 actual director compensation (structure benchmark)$100,000 each to independent directors Mason, Daley, Nelson; $0 to interested director PrasadIllustrates pay level; Jacobson was not a director in 2024
Expected compensation for Jacobson (if elected)Eligible for Independent Director compensation (cash retainer)Follows Annual Meeting when he becomes an Independent Director

Performance Compensation

ElementDetails
Equity awards (RSUs/PSUs/options)None disclosed for directors; no equity compensation framework for directors described in proxy
Performance metrics (for director pay)Not applicable (no performance-based director compensation disclosed)
Clawback provisions (director pay)Not disclosed for directors in proxy; company and Adviser maintain codes of ethics under Rule 17j‑1

Other Directorships & Interlocks

CompanyRolePublic/PrivateOverlap/Notes
Rubicon Technology, Inc.Board Member and ChairpersonPublicOnly disclosed current public company board; no disclosed interlocks with DXYZ’s adviser or portfolio counterparties
Floravista CapitalBoard Member; Operating PartnerPrivatePrivate equity; not a DXYZ affiliate per proxy
NFTEBoard Member; Finance Chair; Audit Member; Exec CommitteeNon‑profitGovernance exposure and committee leadership

Expertise & Qualifications

  • Accounting and finance: Extensive transaction advisory, capital markets, GAAP/SEC reporting; CPA; prior senior audit roles at EY and BDO .
  • Audit committee financial expert: Board determined Jacobson meets the definition under Item 3 of Form N‑CSR .
  • Education: B.S. in Accounting, Rutgers University .

Equity Ownership

HolderShares Beneficially Owned% OutstandingDollar RangeNotes
Charles Jacobson (Director Nominee)0NoneAs of record date Oct 13, 2025; aggregate shares outstanding 14,427,988
Hedging/pledging policyDirectors and officers prohibited from hedging/shorting/pledging Company securities under insider trading policy

Governance Assessment

  • Positives:
    • Independent director nominee with deep audit and transaction expertise; designated Audit Committee Chair and “audit committee financial expert,” enhancing financial oversight capacity .
    • Strong independence posture (committees limited to Independent Directors) and explicit statement of Jacobson’s independence from the Company, the Adviser, and Destiny XYZ Inc. .
    • Auditor upgrade to KPMG with no reported disagreements; selection by an all‑independent Audit Committee signals a potential strengthening of audit oversight .
    • Anti-hedging and anti-pledging policy applies to directors, reducing misalignment risks from hedging or leverage .
  • Watch items / potential red flags:
    • Low “skin-in-the-game”: Jacobson held zero shares as of the record date; dollar range “None”; no director stock ownership guidelines disclosed, which may weaken alignment versus equity-holding boards .
    • Board has no lead independent director; historical liaison role held by Ms. Nelson, whose term ends at the 2025 Annual Meeting; monitor whether the Board designates a lead independent after the election to balance an interested Chair .
    • Director compensation is all-cash ($100,000 retainer) with no equity component; while common for externally managed vehicles, lack of equity exposure may limit long-term alignment absent ownership guidelines .

No legal proceedings under Item 401(f) were disclosed against directors or nominees in the past 10 years .

Related-party transactions involving Jacobson were not disclosed in the proxy; the Board’s independence review is conducted annually under NYSE/Exchange Act/1940 Act standards .