Overview
This contract role is remote and involves applying US tax law expertise to train and evaluate next-generation AI systems.
Work focuses on interpreting US sales and use tax statutes and regulations and assessing whether AI-generated formal interpretations accurately reflect the legal requirements. The work requires translating complex legal provisions into precise, testable criteria used to evaluate AI-generated tax content.
No prior AI experience is required—success depends on your ability to read, interpret, and analyze tax law and convert legal requirements into structured evaluations.
Responsibilities
- Read and interpret US sales and use tax statutes and regulations across multiple state jurisdictions, with occasional federal tax provisions.
- Analyze individual statutory subsections, including defined terms, conditions, thresholds, exceptions, and related provisions.
- Develop structured evaluation rubrics that convert statutory requirements into discrete, objective, and testable criteria.
- Assign appropriate severity levels based on the legal significance of each requirement.
- Review AI-generated interpretations and evaluate them against independently developed rubrics.
- Verify that AI outputs accurately capture conditions, thresholds, logical relationships (AND/OR), exceptions, exclusions, and defined terms.
- Develop clear, self-contained test scenarios and edge cases, including relevant facts, dates, amounts, and expected outcomes.
- Identify discrepancies, statutory exceptions, ambiguities, and potential inaccuracies in AI-generated tax content.
- Submit structured written evaluations and feedback through digital review platforms.
- Provide precise, actionable feedback to improve the accuracy and reliability of technology-driven tax solutions.
Requirements
- Active CPA license, Chartered Accountant (CA) designation, or experience as a US tax attorney.
- Strong experience with US tax law interpretation, particularly sales and use tax or state and local taxation.
- Proven ability to interpret tax statutes and regulations (not only tax return preparation).
- Strong understanding of legal logic, including conditions, thresholds, exceptions, defined terms, and AND/OR structures.
- Excellent structured written communication skills with an emphasis on precision and clarity.
- Exceptional attention to detail, particularly when analyzing exceptions, exclusions, and edge cases.
- Strong analytical and critical-thinking abilities.
- Comfortable providing structured feedback and evaluations through digital review platforms.
- Ability to work independently and consistently apply objective evaluation criteria.
Preferred Qualifications
- Experience interpreting tax statutes across multiple US state jurisdictions.
- Enrolled Agent (EA) designation or relevant federal tax experience.
- Experience reviewing, validating, or evaluating AI-generated tax or legal content.
- Familiarity with AI-powered tax solutions or technology-driven tax compliance platforms.
- Experience training teams or providing written feedback on tax, legal, or regulatory language.
- Background in state and local tax (SALT) matters.
- Interest in the intersection of tax law, AI, and technology-driven compliance solutions.
Compensation & Benefits
- Contract position (specific compensation details not provided).
Location