Tax Attorney – AI Evaluation Specialist

Overview

This part-time remote role seeks a Tax Attorney – AI Evaluation Specialist to contribute expertise in tax credits and legal compliance toward advancing AI-powered tax analysis tools. The position involves shaping how sophisticated models interpret and validate complex tax incentives, ensuring solutions are accurate, scalable, and compliant with regulations.

Responsibilities

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

Requirements

• Juris Doctor (JD) degree and active bar membership.
• Specialized experience in federal tax incentives and compliance.
• Proven expertise in eligibility analysis and documentation for §48 ITC, §45 PTC, §45L, §45U, and related bonus adders.
• Excellent written and verbal communication skills.
• Experience designing evaluation rubrics and scalable annotation guidelines for technical or legal domains.
• Strong analytical skills to identify model errors, balance detailed criteria, and enforce regulatory standards.
• Deep understanding of recapture provisions, PWA rules, and credit stacking nuances.
• Ability to work cross-functionally with AI, legal, and technical teams in a remote environment.

Preferred Qualifications

• Background in AI, legal technology, or model evaluation frameworks.
• Experience with annotation tools or rubric-driven model assessment in a professional setting.
• Familiarity with evolving tax guidance related to clean energy and workforce requirements.

Location

Remote

Job Type

Part-time