Tax Attorney – AI Evaluation Specialist

Job Title: Tax Attorney – AI Evaluation Specialist

Job Type: Part-time

Location: Remote

Job Summary

Join our customer's team as a Tax Attorney – AI Evaluation Specialist, where your expertise in tax credits and legal compliance will accelerate AI-powered tools for next-generation tax analysis. Shape how advanced models interpret and validate complex tax incentives, working across domains to ensure accurate, scalable, and regulatory-compliant solutions.

Key Responsibilities

1. Develop clear, well-structured evaluation rubrics for both direct responses and chain-of-thought (CoT) reasoning processes.
2. Design weighted rubric systems to assess model outputs, focusing on logical flow, correctness, justification, and domain-specific scenarios.
3. Analyze and identify common model failure modes, such as hallucination, shortcut reasoning, and unsupported inferential leaps.
4. Interpret and validate eligibility for §48 ITC, §45 PTC, §45L, and §45U credits, including bonus adders like Energy Community and Domestic Content.
5. Map project/property facts to credit stacking pathways, flagging mutually exclusive or sequencing constraints.
6. Confirm prevailing wage/apprenticeship (PWA) requirements, recapture risks, and enumerate required filing artifacts with pinpointed citation and document stability checks.
7. Produce comprehensive compliance packs, including forms, attestations, citations, and monitoring frameworks.

Required Skills and Qualifications

1. Juris Doctor (JD) and active bar membership, with specialized experience in federal tax incentives and compliance.
2. Proven expertise in eligibility analysis and documentation for §48 ITC, §45 PTC, §45L, §45U, and related bonus adders.
3. Outstanding written and verbal communication skills, with a passion for clear documentation and effective collaboration.
4. Experience designing evaluation rubrics and scalable annotation guidelines for technical or legal domains.
5. Strong analytical abilities to identify model errors, balance fine-grained criteria, and enforce regulatory standards.
6. Deep understanding of recapture provisions, PWA rules, and credit stacking nuances.
7. Comfort working cross-functionally with AI, legal, and technical teams in a remote setting.

Preferred Qualifications

1. Background in AI, legal tech, or model evaluation frameworks.
2. Experience with annotation tools or rubric-driven model assessment in a professional environment.
3. Familiarity with evolving tax guidance on clean energy and workforce requirements.