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As Underdog’s first dedicated tax hire, you will own and scale the company’s tax function across our diverse and evolving business. You will oversee external tax advisors while taking direct ownership of key filings, calculations, and processes performed in-house. You will manage tax compliance and reporting and partner cross-functionally to incorporate tax requirements into Underdog’s products, systems, and operations.
Own Underdog’s overall tax function and serve as the primary internal resource for tax matters across the business
Manage federal, state, and local income tax compliance, including coordinating with outside preparers, reviewing filings, and ensuring timely and accurate submissions
Directly oversee and prepare key in-house filings and reporting, including state fantasy sports tax filings, customer tax information reporting, and equity-related tax reporting
Lead the company’s approach to tax information reporting for prediction market customers as applicable requirements and products evolve
Partner with Product, Engineering, and Data to develop and maintain customer-facing tax capabilities and validate the completeness and accuracy of tax calculations and reporting
Coordinate the annual tax provision process under ASC 740, serving as the primary liaison with external tax advisors and auditors
Coordinate the company’s R&D tax credit analysis and support the collection and documentation of qualifying activities and expenses
Research and communicate the tax implications of new products, markets, and business initiatives in partnership with external advisors and internal stakeholders
Build scalable tax processes, documentation, reconciliations, and internal controls that can grow with the business
Monitor changes in tax law and information-reporting requirements and proactively identify risks, opportunities, and operational impacts
Manage relationships with external tax advisors, auditors, and tax authorities
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5+ years of progressive tax experience, ideally including experience in public accounting and an in-house corporate tax environment
CPA with a strong technical foundation in federal and state income tax; Big Four experience is strongly preferred
A versatile tax professional comfortable working across a broad range of tax matters, including income tax, industry-specific taxes, and customer information reporting
Comfortable overseeing outside advisors while remaining hands-on and accountable for the underlying work
Experienced in reviewing complex datasets, reconciling tax calculations, and identifying data or process issues
Able to collaborate with cross-functional stakeholders on tax-related business and product needs
Skilled at translating complex tax requirements into clear operational and technical requirements for non-tax stakeholders
Comfortable being the only tax professional in the room, without a large internal team or established playbook to rely on
Detail-oriented and pragmatic, with sound judgment about risk and what to prioritize in a fast-moving environment
Able to manage multiple deadlines and competing priorities without dropping the ball
Excited to build systems and improve processes, not simply administer existing ones
Experience at a high-growth startup or as part of a lean finance team
Experience in fantasy sports, gaming, fintech, financial services, prediction markets, or another highly regulated industry
Significant multistate tax and nexus experience
Experience with high-volume customer or payee information reporting
Experience partnering with technical teams to build tax calculations or customer-facing tax products
Experience with equity compensation tax matters, including ISOs, NSOs, RSUs, Forms 3921, and Section 83(b) elections
Familiarity with R&D tax credits and the related documentation requirements
Experience implementing tax software, data workflows, or other tax infrastructure
Our target starting base salary range for this position is between $128,000 and $160,000, plus target equity. Final compensation will be determined based on a variety of factors including relevant experience, skills and expertise, interview performance, and other market considerations.
Unlimited PTO for full-time employees (we're extremely flexible with the exception of the first few weeks before and into the NFL season)
16 weeks of fully paid parental leave
Home office stipend
A virtual-first culture, but we come together a few times per year in person for offsites, trainings, hackathons, and more
Slack reactions for every occasion
401k with up to 5% employer match
Company paid health, dental, vision plan options for employees and dependents, FSA, and more
Opportunity to celebrate your favorite sports teams through local meetups and company-sponsored events
Claude and ChatGPT enterprise accounts
#LI-REMOTE
Underdog is an equal opportunity employer and doesn't discriminate on the basis of creed, race, sexual orientation, gender, age, disability status, or any other defining characteristic.
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Private U.S. sports gaming company offering fantasy sports, sports betting, and prediction markets to American sports fans.
Visit company websiteJobs and hiring trendsUSD 128000-160000 yearly / year
Full-time
Senior · 5+ years experience
Remote
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