Tax Specialist – Remote Contractor (AI Evaluation)

About the role

We are seeking an experienced Tax Specialist to work remotely on a short‑term contract. You will help evaluate and improve AI‑generated tax workflows, ensuring accuracy and compliance with U.S. tax regulations.

Key responsibilities

• Create tax workflow prompts and realistic tax return scenarios for AI testing.
• Evaluate AI‑generated tax reasoning, calculations, and compliance workflows.
• Identify edge cases such as deduction errors, apportionment issues, and ASC 740 miscalculations.
• Build expert rubrics and structured reasoning traces for AI evaluation.
• Review and assess AI outputs related to tax preparation and compliance.
• Contribute to enhancing AI systems' understanding of tax workflows and regulations.

Required profile

• Strong experience in individual, business, or corporate tax.
• Deep knowledge of U.S. tax law and GAAP fundamentals.
• Excellent written communication and analytical skills.
• CPA or EA certification strongly preferred.
• Attention to detail and ability to evaluate complex tax scenarios.
• Experience with corporate tax provisions or multi‑state taxation is a plus.

Required skills

• TurboTax
• ProConnect
• GoSystem Tax RS
• ONESOURCE
• AI evaluation or LLM experience
• Familiarity with tax automation tools

What we offer

• Competitive hourly rate
• Fully remote work with flexible schedule
• Immediate start and a four‑week assignment