Deputy Chief Financial Officer (Deputy CFO)

Location: Remote (U.S.-based preferred)

Compensation: Equity-based executive role with salary to follow upon completion of Series A funding

Industry: Sports, Live Events, Entertainment, Creator Economy

About Us:

Critical Sports & Entertainment (CSE) is a fast-scaling, multi-division sports and entertainment platform operating at the intersection of athletics, culture, and media. With seven management divisions and eight owned live event companies, we’ve built a unique ecosystem that blends talent representation, live event promotion, and original IP into one integrated growth engine.

Our management roster includes 70+ clients across combat sports, basketball, football, music, wrestling, content/media, and NIL, supported by a network of 18+ former professional athlete advisors. On the event side, we operate and own a portfolio ranging from combat sports promotions and national amateur boxing leagues to basketball teams, a national wrestling series, and a college music tour. Several properties already draw 800+ attendees per event, with 2026 projections reaching 2,500–4,000+ attendees.

With our Series A raise underway, we are expanding our finance leadership to strengthen our infrastructure, optimize operational performance, and support rapid national expansion.

The Role:

We are seeking a Deputy Chief Financial Officer (Deputy CFO) to work directly alongside the CFO, CEO, and broader C-suite to manage financial strategy, operations, and growth planning. This is a high-impact, equity-first executive role ideal for a finance leader with multi-vertical experience, preferably in sports, entertainment, live events, or high-growth startups.

The Deputy CFO will play a pivotal role in financial modeling, capital allocation, fundraising support, and establishing scalable systems that position CSE for long-term success. This role requires someone who thrives in a fast-paced, equity-first startup environment and can manage both the high-level strategy and day-to-day financial operations of a complex, multi-entity organization.

What You’ll Do:

Partner with the CFO to oversee all financial operations across CSE’s management and live event verticals
Build, refine, and manage multi-year financial models to support Series A fundraising and investor relations
Design scalable financial systems and processes for a multi-entity, high-growth company
Lead budgeting, forecasting, and variance analysis for all divisions and events
Monitor and manage cash flow, working capital, and expense optimization across the company
Provide financial guidance on strategic initiatives, partnerships, and acquisitions
Oversee compliance with accounting standards, tax obligations, and corporate governance requirements
Prepare investor-ready reporting packages and assist in capital raise execution
Support financial diligence for new ventures, event expansions, and sponsorship deals

Ideal Background:

10–15+ years in finance leadership roles—ideally in sports, entertainment, live events, media, or high-growth startups
Prior experience as a CFO, Deputy CFO, VP Finance, or senior finance executive in a multi-division business
Expertise in financial modeling, strategic planning, and investor relations
Experience managing complex entity structures and multi-revenue stream operations
Familiarity with the economics of live events, talent representation, and media rights
Strong network within investor, sponsorship, and finance circles a plus
Comfortable working in a high-growth, startup environment with equity-first incentives

Why Join CSE:

Equity leadership role in one of the most diversified sports and entertainment companies in the country
Collaborate with high-profile executives, creators, and industry leaders across multiple verticals
Help scale a platform that blends management, live events, and original content into a unified growth model
Be part of a high-upside, culturally relevant sports and entertainment brand in expansion mode

If you’re a finance leader who thrives in dynamic, multi-vertical environments and wants to help scale a bold vision—let’s talk.

Critical Sports and Entertainment

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Deputy Chief Financial Officer (Deputy CFO)