Senior AI Legal Product Leader

Sidley Austin LLP; Chicago (IL); Hybrid; USD 202,000 - 287,000; Full time

Job summary

Sidley Austin LLP is seeking a senior legal practitioner to join the AI Engineering team as an Associate Principal. You will translate lawyer workflows into product requirements, lead legal-quality evaluation, and advocate for responsible AI within the firm.

The role requires JD, 8+ years of experience, and 2+ years in generative AI or legal technology. You will collaborate across product design, UX, and engineering to ensure accuracy, proper citation, and defensible outputs, while guiding

Qualifications

• JD required and admitted in at least one US jurisdiction.
• 8+ years of legal experience in large firm or equivalent.
• 2+ years focused on generative AI or legal tech, advising on AI-enabled solutions.

Responsibilities

• Serve as senior legal SME for AI Engineering, translating workflows into product requirements.
• Lead legal-quality evaluation, rubrics, datasets, and evaluation of AI outputs.
• Collaborate with Product Design, UX, and Engineering to ground AI products in law and practice.
• Incorporate professional responsibility, confidentiality, and data privacy considerations into product guardrails.

Skills

Organizational skills

Attention to detail

Judgment

Communication

Analytical thinking

Problem solving

Cross functional collaboration

Education

Juris Doctor (J.D.)

Job description

Sidley Austin LLP is seeking a senior legal practitioner to join the AI Engineering team as an Associate Principal. You will translate lawyer workflows into product requirements, lead legal-quality evaluation, and advocate for responsible AI within the firm.

The role requires JD, 8+ years of experience, and 2+ years in generative AI or legal technology. You will collaborate across product design, UX, and engineering to ensure accuracy, proper citation, and defensible outputs, while guiding