Head of Finance & Operations (Path to CFO/COO)
Posted on November 4, 2025
Location: Remote Friendly (Las Vegas, NV Preferred)
About Discerning Capital
Discerning Capital (www.discerningcap.com) is an investment firm operating at the intersection of gaming, sports, media, and technology. We make minority equity investments and operate House Advantage, a private credit fund providing user acquisition financing to high-growth companies.
The Role
We're seeking a Head of Finance & Operations to serve as the operational backbone of our investment platform. This role offers a clear path to CFO/COO as the firm scales. You'll own the full spectrum of fund operations, from monthly closes to complex investment transactions, working directly with our investment team to build infrastructure that supports our growth.
What You'll Do
Fund Operations & Administration
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Oversee external fund administrators for both equity and credit funds
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Manage GP and Management Company accounting, tax functions, and monthly closes
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Coordinate with external providers on A/R, A/P, expense categorization, and treasury activities
Investment Execution
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Lead the full closing process for equity and credit investments, including entity formation, banking setup, fund documentation, subscription agreements, investor questionnaires, KYC/AML compliance, and wire coordination
Regulatory & Compliance
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Manage SEC, FINRA, and other regulatory filings to maintain compliance across all fund vehicles
Strategic Operations
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Handle ad hoc priorities including NDA reviews, investor requests and meetings, and other emerging needs as the firm grows
Our Ideal Candidate
Experience: 4-7+ years combining expertise across fund accounting, transaction accounting, fund formation law, VC/PE transaction law, and/or fund administration. We're looking for a "swiss army knife" who can navigate multiple disciplines.
Mindset: You have intellectual curiosity, an ownership mentality, and genuine excitement about building a large investment firm from the ground up.
Comfort with Ambiguity: Like the companies we invest in, we're a startup ourselves. You thrive in unstructured environments and are energized by creating order from complexity.
Team Orientation: You're collegial and enjoy working closely with others in a small, high-impact team where everyone contributes to the mission.
What We Offer
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Flexible Work Environment: Remote-friendly with a preference for individuals willing to work in Las Vegas, NV
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Annual Cash Bonus: Annual cash bonus tied to firm performance
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Carried Interest: Carried interest participation in fund returns
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Work-Life Balance: Flexible vacation policy
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Growth Opportunity: Clear path to CFO/COO for strong performers
Why Join Discerning Capital?
This is a unique opportunity to join an entrepreneurial investment firm at an exciting stage of growth. You'll gain exposure to both equity and credit investing, work directly with firm leadership, and build expertise in some of the most dynamic sectors in the consumer economy. If you're looking to take ownership of your career and help build something meaningful, we'd love to hear from you