[Hiring] Fractional CFO @FutureSight

Role Description

We are hiring a Chief Financial Officer to own the financial spine of the firm, the fund, the management company, and the venture-facing work that makes our model distinctive.

This is a hands-on, broad-scope CFO role. You will:

• Lead fund accounting and LP reporting
• Drive corporate and tax compliance
• Manage treasury and insurance
• Partner closely with the investment team on capital formation, spin-outs, cap table mechanics, follow-on financings, and equity issuance
• Oversee a small finance and accounting team, including our bookkeeper, accountant, and external partners
• Be the firm's senior financial voice with LPs, ventures, and outside counsel

The right person is comfortable moving between high-stakes deal work, negotiating an investment agreement, and leading a disciplined operating cadence.

Qualifications

• 8+ years in finance leadership roles
• Meaningful exposure to venture capital, venture studio, or private equity environments
• Direct experience with both fund-level and operating-company finance
• Comfort negotiating investment and spin-out documents alongside counsel
• Understanding the mechanics of SAFEs, priced rounds, option pools, 409A, and cap tables
• Fluency with fund mechanics, NAV, capital calls/distributions, waterfall, and LP-grade quarterly reporting
• Able to drive corporate compliance, sales tax, and annual tax filings across multiple entities
• Experience managing a small finance and accounting team and external partners
• Comfortable with ambiguity and a portfolio of work that ranges from strategic to in-the-weeds
• CPA required; MBA, CFA, or JD/tax background a plus but not required

Requirements

• Own the insurance program: D&O, E&O, cyber, general liability, and venture-related coverage
• Keep corporate records, board consents, and finance documentation organized and audit-ready
• Lead spin-outs end-to-end: negotiate documents, incorporate ventures, and run US compliance and registration
• Oversee 409A valuations, option grants, and approvals across FutureSight and ventures
• Negotiate follow-on investments with portfolio ventures in coordination with the investment team and outside counsel
• Maintain portfolio cap tables and model rounds, option pools, and secondaries
• Monthly consolidated reporting: capital deployed, venture runway, and upcoming funding needs
• Manage equity grants across ventures and FutureSight with counsel
• Drive venture compliance and governance, including incorporations
• Manage the Accountant/Bookkeeper on credit cards, AP/AR, and day-to-day accounting
• Build the operating model: what stays in-house, what's delegated, and what goes to outside firms
• Optimize process and tooling

Benefits

• A senior seat at a venture firm with a differentiated model — fund, venture builder, and operating support under one roof
• Direct partnership with the Managing Partner on strategy, fundraising, and venture creation
• Competitive compensation
• Preference for Toronto, Canada location

Apply

Send a resume and a short note on why this role and why now. We review applications on a rolling basis and aim to respond within two weeks.