Job Title: AI Vendor Evaluations & Management Associate Director
Location: Chicago, IL (hybrid or 100% remote); Dallas, TX or New York, NY (100% remote). Candidates must reside within a 90-minute commute of the Chicago, Dallas or New York office.
Employment Type: Permanent, full-time (exempt)
Target Compensation: $200,000 to $264,000 + discretionary bonus
About The Company
Our client is a leading global law firm serving businesses, financial institutions and other organizations across a broad range of industries. The firm is investing heavily in AI across its legal and business functions and is building a dedicated function to decide which AI technologies it adopts and how they are governed.
Job Summary
We are seeking an AI Vendor Evaluations & Management Associate Director to lead how the firm evaluates, selects, manages and governs the AI tools that support its legal and business functions. This is a senior leadership role focused on AI vendor evaluation and management, enterprise AI platform governance and team leadership. The Associate Director serves as the subject matter expert on the evolving AI market and partners closely with practice groups, IT, Information Security, Risk, General Counsel, Procurement and senior leadership.
This is not an integration engineering or hands‑on development role. The ideal candidate is technically credible and comfortable working with IT and Security, but the primary focus is evaluating technology, managing strategic vendors and enterprise AI platforms, and translating findings into recommendations for senior stakeholders.
Key Responsibilities
- Lead evaluations, pilots and competitive assessments of legal and general‑purpose AI tools.
- Develop structured evaluation frameworks, scoring criteria and methodologies that support clear, evidence‑based recommendations.
- Own strategic relationships with AI and technology vendors, including negotiations, performance, escalations, product roadmaps and service commitments.
- Lead the rollout and ongoing operational management of general‑purpose AI platforms in partnership with IT, including governance, licensing, access, usage monitoring, configuration and support.
- Partner with Procurement, Information Security, Risk, General Counsel and IT on procurement, security assessment, data protection, compliance and deployment requirements.
- Monitor the legal AI market, including emerging products, capabilities, pricing models and trends, and provide insights to firm and practice leadership.
- Translate practice group and business needs into technology and vendor evaluation criteria.
- Establish scalable processes, standards and documentation for AI evaluation, vendor management, platform governance and ongoing performance assessment.
- Lead on complex vendor and platform issues, coordinating stakeholders to resolve escalations and support adoption of approved AI tools.
- Manage, coach and develop a growing team, setting priorities and performance expectations.
Required Qualifications
- Bachelor's degree in liberal arts, technology or a related field, or equivalent work experience.
- 8+ years of experience in product management, technology evaluation, vendor management or a comparable role.
- Experience evaluating, piloting, selecting or procuring AI or enterprise software products, with the ability to run rigorous competitive assessments.
- Strong strategic vendor management experience, including negotiations, escalations, performance management and ongoing relationship ownership.
- Experience managing or administering enterprise software platforms, including licensing, user and access management, usage reporting, governance and vendor support.
- Broad familiarity with the current AI landscape, including general‑purpose and legal‑specific AI tools.
- Demonstrated experience turning evaluations into recommendations for senior leadership.
- People management experience, including coaching and developing direct reports.
- Excellent communication and facilitation skills with technical and non‑technical stakeholders, including senior leadership.
Preferred Qualifications
- Experience in a law firm, legal technology or other regulated professional‑services environment (financial services, healthcare, consulting).
- Exposure to legal AI across research, drafting, contract analysis, e‑discovery, tax/regulatory or similar areas.
- Experience with enterprise AI platforms such as ChatGPT Enterprise or Claude Enterprise, and familiarity with legal AI products such as Harvey, CoCounsel or Relativity aiR.
- Experience with enterprise identity, data governance, security review processes and document management systems.
Other Skills And Abilities
- Strong organizational skills and attention to detail.
- Good judgment and strong analytical and problem‑solving skills.
- Strong interpersonal communication skills.
- Able to preserve confidentiality and exercise discretion.
- Able to work under pressure and manage multiple projects with competing deadlines.
Work Arrangement
Chicago‑based candidates may work hybrid (minimum three days onsite) or 100% remote. Dallas and New York candidates work 100% remote. The final interview and onboarding take place onsite in Chicago, with travel expenses reimbursed. Occasional travel may be required.
Applicants must be authorized to work in the United States without the need for employer sponsorship, now or in the future.