Tax Manager

This is a fully remote position, open to applicants in United States.

📋 Description

• Take ownership of Underdog’s comprehensive tax function and act as the main internal resource for tax-related issues throughout the organization.

• Oversee compliance with federal, state, and local income tax regulations, including collaboration with external preparers, reviewing submissions, and ensuring timely and precise filings.

• Prepare and manage essential in-house filings and reporting, such as state fantasy sports tax submissions, customer tax information reporting, and equity-related tax reports.

• Lead tax information reporting for prediction market clients as requirements and products develop.

• Collaborate with Product, Engineering, and Data teams to create and enhance customer-facing tax capabilities while validating tax calculations and reports.

• Coordinate the annual tax provision process under ASC 740 in conjunction with external tax advisors and auditors.

• Oversee R&D tax credit analysis and document qualifying activities and expenses.

• Investigate and convey tax implications of new products, markets, and business initiatives.

• Develop scalable tax processes, documentation, reconciliations, and internal controls.

• Keep abreast of changes in tax legislation and information-reporting requirements, identifying associated risks, opportunities, and operational impacts.

• Manage relationships with external tax advisors, auditors, and tax authorities.

⛳️ Requirements

• A minimum of 5 years of progressive tax experience, preferably encompassing both public accounting and in-house corporate tax roles.

• CPA designation with a robust technical background in federal and state income tax; Big Four experience is highly preferred.

• Knowledge in income tax, industry-specific taxes, and customer information reporting.

• Proven experience in managing outside advisors while remaining directly involved and accountable.

• Proficient in reviewing complex datasets, reconciling tax calculations, and pinpointing data or process discrepancies.

• Ability to collaborate with cross-functional stakeholders on tax-related business and product requirements.

• Capability to convert complex tax regulations into clear operational and technical specifications.

• Ability to function as the sole tax professional, without the support of a large internal team or preset guidelines.

• Detail-oriented and practical, demonstrating sound judgment regarding risk and prioritization.

• Proficient in managing multiple deadlines and conflicting priorities.

• Eagerness to develop systems and enhance processes.

• Experience in a high-growth startup environment or a lean finance team is advantageous.

• Background in fantasy sports, gaming, fintech, financial services, prediction markets, or other regulated industries is a plus.

• Substantial experience with multistate tax and nexus considerations is beneficial.

• Familiarity with high-volume customer or payee information reporting is an advantage.

• Experience collaborating with technical teams to create tax calculations or customer-facing tax solutions is preferred.

• Knowledge of equity compensation tax issues, including ISOs, NSOs, RSUs, Forms 3921, and Section 83(b) elections, is beneficial.

• Awareness of R&D tax credits and relevant documentation is a plus.

• Experience with the implementation of tax software, data workflows, or tax infrastructure is advantageous.

🏝️ Benefits

• Unlimited PTO (we maintain a high level of flexibility, particularly during the initial weeks leading up to and during 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, and vision plan options for employees and their dependents.

• Target equity.

• Team and company offsites, training sessions, and more 2 to 3 times a year.