Tax Principal, Business Advisory
Serve as strategic tax advisor and technical expert for a high-growth AI company, providing business-oriented guidance on transactions, international expansion, and complex tax issues while supporting audit defense and compliance.
Key Responsibilities
Business Advisory & Transaction Support
- Serve as a strategic tax advisor to business, product, partnerships, and go-to-market teams on new initiatives, product launches, pricing and billing structures, and commercial arrangements
- Provide practical, business-oriented tax guidance on strategic transactions, including infrastructure and compute arrangements
- Review and negotiate tax provisions in commercial contracts, cloud service agreements, and partnership arrangements
- Advise on the tax considerations of international expansion and new market entry
- Collaborate with Legal, Finance, and business teams on cross-functional matters
Technical Research & Documentation
- Research and document significant technical tax issues, including equity compensation and operational tax questions
- Prepare comprehensive tax technical memoranda meeting rigorous audit standards
- Conduct in-depth research on complex federal and international tax issues using primary sources (Code, regulations, case law, legislative history)
- Draft technical memoranda supporting material tax positions and planning initiatives
- Maintain tax technical research library and documentation standards
Tax Compliance & Risk Assessment
- Partner with tax team members to assist with driving tax audit defense and dispute resolution efforts
- Prepare audit defense files, coordinate responses to tax authority inquiries, and manage relationships during examinations and appeals processes
- Assist with quarterly and annual tax provision processes (FIN 48/ASC 740 compliance)
- Analyze and document uncertain tax positions and related reserves
Required Qualifications
- JD or LLM in Taxation from an accredited law school
- Exceptional tax technical research and writing skills
- Deep expertise in US federal income tax research methodology and primary source materials
- Experience preparing technical tax memoranda for audit or IRS defense purposes
- Proven ability to translate complex tax technical concepts into clear, well-documented analysis and practical business guidance
- Demonstrated success partnering with business teams as a strategic advisor
- Meticulous attention to detail and commitment to technical excellence
Preferred Qualifications
- 8–12 years of tax experience with significant Big 4 and/or large law firm background
- Experience with tax technical software/databases (Bloomberg Tax, RIA Checkpoint, Westlaw)
- Experience with equity compensation tax matters (Section 83, 409A, 422, etc.)
- Knowledge of international tax matters (Subpart F, GILTI, transfer pricing, treaty analysis)
- Experience in technology or AI/software industry
- Prior in-house experience at a high-growth technology company
- Familiarity with public company tax operations and reporting requirements
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