[Hiring] US Tax Law AI Specialist @Weekday

Role Description

We are seeking highly skilled tax professionals with deep expertise in U.S. Tax Law to contribute to the development and evaluation of next-generation AI systems. In this role, you will apply your knowledge of federal taxation, statutory interpretation, and regulatory analysis to help improve how AI models understand, interpret, and reason about complex tax concepts and legal frameworks. This opportunity is ideal for professionals who combine strong technical tax expertise with analytical thinking and attention to detail.

Key Responsibilities

• Review and analyze U.S. tax statutes, Treasury Regulations, and legal documentation for technical accuracy and clarity
• Interpret complex sections of the Internal Revenue Code (IRC) and related regulatory guidance
• Identify nuances, statutory exceptions, and interpretive considerations within tax law provisions
• Summarize and distill complex tax concepts into structured, easy-to-understand insights
• Provide detailed feedback to improve the accuracy and reliability of AI-generated tax responses
• Collaborate with multidisciplinary teams supporting AI model development and evaluation
• Stay current with legislative and regulatory developments in U.S. taxation

Qualifications

• Strong expertise in U.S. Tax Law and statutory interpretation
• Deep familiarity with the Internal Revenue Code (IRC) and Treasury Regulations
• Professional credential such as CPA, EA, or CA preferred
• Experience reviewing, preparing, or analyzing tax and legal documentation
• Excellent analytical, written, and verbal communication skills
• Strong attention to detail and commitment to technical accuracy

Preferred Qualifications

• Experience working in tax advisory, compliance, or legal analysis roles
• Exposure to technology-enabled tax solutions or AI-related initiatives
• Experience collaborating with cross-functional teams

Engagement Details

• Fully remote with flexible scheduling
• Independent contractor opportunity
• Competitive compensation based on expertise and experience