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Accountant (CPA/CA) Remote

YO AI Labs

Chicago, IL
  • Remote job

Job Description

Job Description

Job Title: Accountant (CPA/CA)

Job Type: Contract
Location: Remote

Job Overview

We are seeking experienced Tax Professionals and US Tax Law Experts to apply their expertise to help train and evaluate next-generation AI systems. The core work involves interpreting US sales and use tax statutes and regulations and determining whether an AI-generated formal interpretation accurately captures the legal requirements.

This role requires strong statutory interpretation, analytical reasoning, and attention to detail. You will translate complex legal provisions into precise, testable criteria that can be used to evaluate AI-generated tax content.

No prior AI experience is required—your ability to read, interpret, and analyze tax law and convert legal requirements into structured evaluations is what matters most.

Key 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, defined terms, conditions, thresholds, exceptions, and related provisions.

  • Develop structured evaluation rubrics that break statutory requirements into discrete, objective, and testable criteria.

  • Assign appropriate severity levels to requirements based on their actual legal significance.

  • Review AI-generated interpretations of tax statutes and evaluate them against independently developed rubrics.

  • Verify that AI outputs accurately 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.

Required Skills & Qualifications
  • 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 rather than focusing solely on tax return preparation.

  • Strong understanding of legal logic, including conditions, thresholds, exceptions, defined terms, and AND/OR structures.

  • Excellent structured written communication skills with a strong 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 .

Vacancy posted 4 days ago
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