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.
RequirementsKey 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
- 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
- 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
- Fully remote and flexible schedule
- Independent contractor opportunity
- Competitive compensation based on expertise and contribution quality
Skills Required
- Advanced understanding of U.S. Tax Law, compliance standards, and regulatory interpretation
- Professional certification such as CPA, EA, or CA
- Experience in tax compliance, advisory, audit, or legal analysis
- Strong attention to detail and analytical problem-solving abilities
- Excellent written and verbal communication skills
- 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
What We Do
Weekday is an AI-powered recruitment platform that helps startups hire top-tier engineering and product talent. By leveraging a massive database of white-collar professionals and advanced outreach tools, the company streamlines the hiring process through automated sourcing, AI-driven resume screening, and white-glove contingency services. Their mission is to modernize recruitment by enabling companies to discover and engage passive candidates efficiently, ensuring high-quality hires for critical roles.


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