Controller

About Underdog

At Underdog, we make sports more fun. Our thesis is simple: build the best products and we’ll build the biggest company in the space, because there’s so much more to be built for sports fans. We’re just over five years in, and we’re one of the fastest-growing sports companies ever, most recently valued at $1.3B. And it’s still the early days.

We’ve built and scaled multiple games and products across fantasy sports, sports betting, and prediction markets, all united in one seamless, simple, easy to use, intuitive and fun app.

Underdog isn’t for everyone. One of our core values is give a sh*t. The people who win here are the ones who care, push, and perform. If that’s you, come join us.

Winning as an Underdog is more fun.

About The Controller Role

This is a rare chance to help build a generational company. We’re looking for an exceptional candidate to oversee all accounting operations, to ensure timely and accurate financial reporting in accordance with U.S. GAAP, and to act as a strategic partner to Finance Leadership and the Executive Team in budgeting, forecasting, and capital planning. The ideal candidate will:

• Lead monthly, quarterly and annual close processes and lead in the production of timely and accurate financial statements.
• Coordinate external audits and serve as our primary liaison to auditors and regulatory bodies.
• Manage payroll and multi-state payroll tax compliance.
• Oversee accounting and reporting for diverse equity transactions, including stock-based compensation.
• Lead federal, state, and local tax compliance, including returns, provisions, and 1099/W-2G reporting.
• Partner with Compliance on regulatory filings, license applications, and reporting to state and federal agencies.
• Deliver variance analysis and actionable commentary to executive leadership.
• Drive long and short-term systems planning in support of company objectives.
• Develop our vision for the Accounting team while creating a culture of continuous improvement.
• Partner with FP&A, Legal, HR and Operations on strategic initiatives while helping us to stay agile and execution-focused in a fast-paced environment.

Who You Are

• You have 10+ years of overall experience including 5+ years in a supervisory capacity.
• You have an active CPA license.
• You’ve had impactful stints in both public and private accounting.
• You hold a Bachelor’s degree or higher in Accounting or Finance.
• You have a demonstrated track record of scaling systems and processes in a dynamic environment.

Even Better If You Have

• Experience in high-growth consumer tech, fintech, or gaming industries.
• Prior experience with IPO readiness / long-range planning.

What We Can Offer You

• Unlimited PTO (we're extremely flexible with the exception of the first few weeks before & into the NFL season).
• 16 weeks of fully paid parental leave.
• Home office stipend.
• A connected virtual first culture with a highly engaged distributed workforce.
• 5% 401k match, FSA, company paid health, dental, vision plan options for employees and dependents.

We're a remote-first company and value in-person connection. That said, we expect everyone to gather 2-3 times per year for team and company offsites, trainings, and more. This position may require sports betting licensure based on certain state regulations.

Key skills/competency

• U.S. GAAP
• Financial Reporting
• Accounting Operations
• External Audit
• Payroll Management
• Tax Compliance
• Equity Accounting
• Variance Analysis
• System Scaling
• Leadership