Tax Research Specialist (AI Training & Evaluation)
About the Role
A high-impact AI initiative is seeking experienced tax professionals to contribute to the development of advanced training datasets for intelligent systems. This work sits at the intersection of tax expertise and machine reasoning, focusing on improving how AI interprets complex regulatory frameworks.
This opportunity is ideal for individuals with strong technical tax backgrounds who are comfortable structuring nuanced problems and evaluating analytical outputs. It suits professionals who have worked with complex tax scenarios and can translate them into precise, structured formats.
The work involves designing realistic tax research scenarios, validating technical accuracy, and assessing AI-generated responses. Success in this role depends on attention to detail, clarity in written communication, and deep familiarity with tax law and its practical application.
What You'll Do
- Develop complex tax research questions across federal, state, and international domains
- Draft structured problem statements reflecting real-world advisory scenarios
- Incorporate current regulations, edge cases, and interpretive nuances into prompts
- Review and refine content for technical accuracy and clarity
- Evaluate AI-generated responses for correctness and reasoning quality
- Collaborate with cross-functional teams to improve dataset quality and coverage
Requirements
- 3–10+ years of experience in tax research, advisory, or compliance
- Strong knowledge of federal corporate tax, partnership tax, or state and local tax
- Familiarity with Internal Revenue Code, Treasury Regulations, and relevant case law
- Ability to translate complex tax issues into structured written formats
- High attention to detail and analytical precision
- Strong written communication skills
- Ability to work independently in a remote, contract-based environment
- Experience reviewing technical outputs for accuracy and consistency
- Exposure to AI tools, data annotation, or evaluation workflows (preferred)
- Experience with tax technology or automation tools (preferred)