Companies Weekday AI AI Tax Compliance & Legal Interpretation Expert

About the role

Weekday AI

This role is for one of our clients

$15 - $30/hourpay

Job Title: AI Tax Compliance & Legal Interpretation Expert

Job Type: Contractor

Location: Remote

We are seeking detail-oriented tax professionals to support advanced AI systems focused on tax law reasoning, compliance analysis, and legal interpretation. In this role, you will help evaluate and improve AI-generated tax content by applying deep expertise in federal tax regulations, compliance frameworks, and statutory interpretation.

This position is ideal for professionals passionate about combining tax expertise with emerging AI technologies.

Requirements

Key Responsibilities

  • Evaluate AI-generated tax analyses, interpretations, and compliance-related content
  • Review legal and tax documentation for technical precision and consistency
  • Analyze statutory language and identify key compliance considerations and exceptions
  • Contribute subject matter expertise to improve tax-related AI datasets and workflows
  • Provide structured feedback to enhance model reasoning and accuracy
  • Monitor and incorporate updates in U.S. tax legislation and regulatory developments

Required Qualifications

  • Advanced understanding of U.S. Tax Law, compliance standards, and regulatory interpretation
  • Professional certification such as CPA, EA, or CA strongly preferred
  • Experience in tax compliance, advisory, audit, or legal analysis
  • Strong attention to detail and analytical problem-solving abilities
  • Excellent written and verbal communication skills

Preferred Qualifications

  • Experience with tax technology platforms or AI-enabled workflows
  • Exposure to cross-functional collaboration in legal, finance, or technology environments
  • Interest in applying tax expertise to AI model development and evaluation

Engagement Details

  • Fully remote and flexible schedule
  • Independent contractor opportunity
  • Competitive compensation based on expertise and contribution quality
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