Tax Manager

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Underdog Fantasy

WebsiteLinkedInAll Job Openings

201 - 500 employees

🎮 Gaming

⚽ Sports

👥 B2C

Gaming • Sports • B2C

Underdog Fantasy is a company specializing in fantasy sports and sports betting. Despite the technical issue mentioned in the text, it provides a platform where users can engage in fantasy sports contests, draft teams, and potentially win prizes based on the performance of real-world athletes. The company's focus is on providing a fun and competitive experience for sports fans who want to test their skills and luck in fantasy leagues and sports-related betting.

📋 Description

• 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 • Prepare and oversee key in-house filings and reporting, including state fantasy sports tax filings, customer tax information reporting, and equity-related tax reporting • Lead tax information reporting for prediction market customers as requirements and products evolve • Partner with Product, Engineering, and Data to develop and maintain customer-facing tax capabilities and validate tax calculations and reporting • Coordinate the annual tax provision process under ASC 740 with external tax advisors and auditors • Coordinate R&D tax credit analysis and documentation of qualifying activities and expenses • Research and communicate tax implications of new products, markets, and business initiatives • Build scalable tax processes, documentation, reconciliations, and internal controls • Monitor changes in tax law and information-reporting requirements and identify risks, opportunities, and operational impacts • Manage relationships with external tax advisors, auditors, and tax authorities

🎯 Requirements

• 5+ years of progressive tax experience, ideally including public accounting and in-house corporate tax experience • CPA with a strong technical foundation in federal and state income tax; Big Four experience strongly preferred • Experience across income tax, industry-specific taxes, and customer information reporting • Experience overseeing outside advisors while remaining hands-on and accountable • Experience reviewing complex datasets, reconciling tax calculations, and identifying data or process issues • Ability to collaborate with cross-functional stakeholders on tax-related business and product needs • Ability to translate complex tax requirements into clear operational and technical requirements • Ability to work as the only tax professional without a large internal team or established playbook • Detail-oriented and pragmatic, with sound judgment about risk and prioritization • Ability to manage multiple deadlines and competing priorities • Willingness to build systems and improve processes • Experience at a high-growth startup or lean finance team is an advantage • Experience in fantasy sports, gaming, fintech, financial services, prediction markets, or another regulated industry is an advantage • Significant multistate tax and nexus experience is an advantage • Experience with high-volume customer or payee information reporting is an advantage • Experience partnering with technical teams to build tax calculations or customer-facing tax products is an advantage • Experience with equity compensation tax matters, including ISOs, NSOs, RSUs, Forms 3921, and Section 83(b) elections, is an advantage • Familiarity with R&D tax credits and related documentation is an advantage • Experience implementing tax software, data workflows, or tax infrastructure is an advantage

🏖️ Benefits

• 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 • Target equity • Team and company offsites, trainings, and more 2–3 times per year