Senior Tax Analyst

DraftKings • Boston, MA

3d • $72,000 - $90,000

About The Position

At DraftKings, AI is becoming an integral part of both our present and future, powering how work gets done today, guiding smarter decisions, and sparking bold ideas. It’s transforming how we enhance customer experiences, streamline operations, and unlock new possibilities. Our teams are energized by innovation and readily embrace emerging technology. We’re not waiting for the future to arrive. We’re shaping it, one bold step at a time. To those who see AI as a driver of progress, come build the future together. The Crown Is Yours As a Senior Tax Analyst, you will join a team dedicated to ensuring the accuracy, compliance, and efficiency of our tax reporting operations. You will take ownership of managing and analyzing data that drives our annual information reporting processes, with a particular emphasis on Form 1099 and Form W-2G preparation and submission. In this role, you’ll collaborate closely with Finance, Operations, and Data Engineering teams to identify and resolve tax data discrepancies, enhance system workflows, and maintain full compliance with IRS and state reporting requirements. You will also play a key role in process optimization and technology enablement, helping to scale our tax reporting capabilities as our business grows.

Requirements

• Bachelor's degree in Finance, Accounting, or a related field.
• At least 3 years of experience in corporate tax, preferably in a public accounting firm or multinational corporation.
• Excellent analytical and problem-solving skills with a strong eye for process improvement.
• Strong interpersonal and communication skills, with the ability to work on multiple projects simultaneously as part of a fast-growing team.

Nice To Haves

• Experience in 1099 and/or W-2G preparation is a plus.
• Experience in Snowflake and Alteryx is a plus.

Responsibilities

• Assist the Tax Manager in reporting across jurisdictions, ensuring adherence to all local, state, and federal tax laws.
• Manage external vendors to ensure timely reporting.
• Support information reporting compliance across all applicable federal and state regimes (e.g., 1099-MISC, 1099-NEC, W-2G, 1042-S).
• Partner with product and engineering teams to support new products and withholding logic across existing products.
• Conduct tax technical research and analysis across federal and state to support compliance positions, audits, and policy development.
• Support communication with customers and vendors regarding reporting questions, corrections, or withholdings.
• Help drive process improvements to scale reporting capabilities as the business grows.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Number of Employees: 5,001-10,000 employees