Overview
This contract role (remote) seeks experienced tax professionals and US tax law experts to help train and evaluate next-generation AI systems. Core work involves interpreting US sales and use tax statutes and regulations and determining whether AI-generated formal interpretations accurately reflect legal requirements.
No prior AI experience is required. Success depends on the ability to read, interpret, and analyze tax law, then convert legal requirements into structured, testable evaluation criteria.
Responsibilities
- Read and interpret US sales and use tax statutes and regulations across multiple state jurisdictions, with occasional federal tax provisions.
- Analyze statutory subsections, including defined terms, conditions, thresholds, exceptions, and related provisions.
- Create structured evaluation rubrics that convert statutory requirements into discrete, objective, and testable criteria.
- Assign severity levels to requirements based on their legal significance.
- Review AI-generated interpretations and evaluate them against independently developed rubrics.
- Verify that AI outputs correctly capture conditions, thresholds, AND/OR logic, 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 interpreting US tax law, particularly sales and use tax or state and local taxation.
- Proven ability to interpret tax statutes and regulations (not limited to 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, especially 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 apply objective evaluation criteria consistently.
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.
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