Fractional CFO – Chief Financial Officer

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🕒 May 15

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FutureSight

WebsiteLinkedInAll Job Openings

11 - 50 employees

🤖 Artificial Intelligence

🤝 B2B

Venture Capital • Artificial Intelligence • B2B

FutureSight is a venture studio that co-founds and funds B2B AI ventures, building scalable world-class businesses with values-driven leaders. Based in Toronto, New York, and San Francisco, FutureSight collaborates with entrepreneurs by providing a supportive community of experienced product leaders, business designers, engineers, marketers, and growth hackers. This 'Dream Team' aids in refining ideas from inception to scale, developing co-founders into transformational leaders. FutureSight focuses on various sectors, including health tech, education tech, and fintech, offering a rigorous process for validating ideas and investing in great talent and concepts.

📋 Description

• 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, our accountant, and external partners. • Be the firm's senior financial voice with LPs, ventures, and outside counsel. • Own the insurance program. • Manage external lawyers, tax accountants, and advisors on deadlines and quality. • Maintain portfolio cap tables and model rounds, option pools, and secondaries. • Drive venture compliance and governance, including incorporations.

🎯 Requirements

• Experience: 8+ years in finance leadership roles, with meaningful exposure to venture capital, venture studio, or private equity environments — and ideally direct experience with both fund-level and operating-company finance. • Deal fluency: comfort negotiating investment and spin-out documents alongside counsel, and understanding the mechanics of SAFEs, priced rounds, option pools, 409A, and cap tables. • Fund accounting and LP reporting: fluency with fund mechanics, NAV, capital calls/distributions, waterfall, and LP-grade quarterly reporting. • Compliance and tax: able to drive corporate compliance, sales tax, and annual tax filings across multiple entities, and to manage outside tax and legal advisors. • Operating discipline: you actually enjoy the recurring rhythm — monthly close, bi-weekly treasury, quarterly LP package — and you instill that rhythm in the team. • Team leadership: experience managing a small finance and accounting team and external partners; coaches and raises the bar of those around them. • Builder's bias: comfortable with ambiguity, white space, and a portfolio of work that ranges from strategic to in-the-weeds. • Credentials: CPA required; MBA, CFA, or JD/tax background a plus but not required.