Crossing Hurdles is seeking a Tax Subject Matter Expert (SME) for a contractor assignment. The role involves creating tax workflows, evaluating AI-generated tax outputs, and improving AI systems' understanding of tax regulations.
Responsibilities:
- Create tax workflow prompts and realistic tax return scenarios
- 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-generated outputs related to tax preparation and compliance
- Contribute to improving AI systems' understanding of tax workflows and regulations
Requirements:
- Strong experience in individual, business, or corporate tax
- Experience with TurboTax, ProConnect, GoSystem Tax RS, and/or ONESOURCE
- Strong knowledge of US tax law and GAAP fundamentals
- Excellent written communication and analytical skills
- Strong attention to detail and ability to evaluate complex tax scenarios
- CPA or EA certification strongly preferred
- Experience with corporate tax provisions or multi-state taxation is a plus
- AI evaluation, LLM experience, or familiarity with tax automation tools is preferred