Demo

AI Vendor Evaluations & Management Associate Director

Sidley Austin LLP
Chicago, IL Full Time
POSTED ON 9/28/2026
AVAILABLE BEFORE 10/28/2026
The AI Vendor Evaluations & Management Associate Director leads the evaluation, selection, and ongoing management of AI tools and platforms supporting the Firm's legal and business needs. The role develops structured approaches for assessing AI products, provides recommendations regarding technology investments, oversees relationships with AI vendors, and leads the operational management and governance of general-purpose AI platforms in partnership with IT and other Firm stakeholders. Serving as a subject matter expert on the evolving legal AI market, the Associate Director works across practice groups, IT, Information Security, Risk, General Counsel, and Procurement to support informed technology decisions, effective deployment, and sustainable use of AI solutions across the Firm.

Duties and Responsibilities:
  • Lead the evaluation and selection process for legal and general-purpose AI tools, developing evaluation frameworks, scoring criteria, and methodologies that support clear, evidence-based recommendations.
  • Oversee relationships with AI and technology vendors, including performance, escalations, product roadmaps, service commitments, and coordination of contractual obligations.
  • Lead the rollout and ongoing operational management of general-purpose AI platforms in partnership with IT, including governance, licensing, access, usage monitoring, platform configuration, and support processes.
  • Develop recommendations regarding AI products and platforms based on Firm requirements, product capabilities, user feedback, market developments, risk considerations, and total value.
  • Partner with Procurement, Information Security, Risk, General Counsel, IT, and other stakeholders to coordinate vendor procurement, security assessment, data protection, compliance review, and deployment requirements.
  • Monitor and assess developments in the legal AI market, including emerging products, capabilities, pricing models, and market trends, and provide relevant insights and recommendations to Firm and practice leadership.
  • Establish and improve processes, standards, documentation, and operating practices for AI tool evaluation, vendor management, platform governance, and ongoing performance assessment.
  • Collaborate with practice groups and business functions to identify requirements, translate business needs into technology and vendor criteria, and communicate technical and operational considerations to stakeholders.
  • Manage, coach, and develop team members, establish priorities and performance expectations, and build team capabilities as the Firm's AI program evolves.
  • Provide leadership on complex vendor and platform issues, coordinating appropriate resources and stakeholders to resolve escalations and support effective adoption and use of Firm-approved AI tools.

Education and/or Experience:

Required:
  • A minimum of 8 years of experience in product management, technology evaluation, vendor management, or a similar role.
  • Demonstrated experience evaluating, piloting, or procuring AI or enterprise software tools; able to design and run rigorous competitive assessments and translate findings into actionable recommendations for senior stakeholders.
  • Experience managing and administering enterprise software platforms, including user management, license governance, usage reporting, and vendor support coordination.
  • Broad familiarity with the current landscape of AI tools relevant to legal work including general-purpose platforms and legal-specific products, with the curiosity and discipline to stay current as the market evolves rapidly.
  • Proven ability to lead, mentor, and develop a team; experience managing direct reports in a fast-moving, cross-functional environment. Demonstrated success managing external vendor relationships, including negotiations, escalations, and joint delivery.
  • Excellent communication and facilitation skills; able to bridge vendors, IT, and non-technical senior stakeholders including partners and firm leadership, and to build consensus around technology decisions.

Preferred:
  • Experience in a regulated professional-services environment such as a law firm, financial services, healthcare, or consulting organization.
  • Hands-on experience with a broad range of legal AI tools across research, drafting, contract analysis, e-discovery, and tax/regulatory categories; familiarity with document management systems is a plus.
  • Experience with enterprise identity, data governance, and security review processes.

Other Skills and Abilities:

The following will also be required of the successful candidate:
  • Strong organizational skills
  • Strong attention to detail
  • Good judgment
  • Strong interpersonal communication skills
  • Strong analytical and problem-solving skills
  • Able to work harmoniously and effectively with others
  • Able to preserve confidentiality and exercise discretion
  • Able to work under pressure
  • Able to manage multiple projects with competing deadlines and priorities

#LI-OE1

#LI-Hybrid

Applicants must be authorized to work in the United States without the need for employer sponsorship, now or in the future

The target salary range for this role is:
$200,000 - $264,000 if located in Illinois.

Salaries vary by location and are based on numerous factors, including, but not limited to, the relevant market, skills, experience, and education of the selected candidate. Our compensation package also includes bonus eligibility and a comprehensive benefits program. Benefits information can be found at Sidley.com/Benefits.

To perform this job successfully, an individual must be able to perform the Duties and Responsibilities above satisfactorily and meet the requirements. The requirements listed above are representative of the minimum knowledge, skill, and/or ability required. Reasonable accommodations will be made to enable individuals with disabilities to perform the essential functions of the job. If you need such an accommodation, please email (current employees should contact Human Resources).

Sidley Austin LLP is an Equal Opportunity Employer.

Salary : $200,000 - $264,000

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a AI Vendor Evaluations & Management Associate Director?

Sign up to receive alerts about other jobs on the AI Vendor Evaluations & Management Associate Director career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$188,496 - $260,694
Income Estimation: 
$271,571 - $381,650
Income Estimation: 
$188,496 - $260,694
Income Estimation: 
$271,571 - $381,650
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Sidley Austin LLP

  • Sidley Austin LLP Chicago, IL
  • The Pricing Analyst works with team leadership to support our lawyers with structuring, modeling and negotiating client and matter level fee arrangements, ... more
  • 4 Days Ago

  • Sidley Austin LLP Chicago, IL
  • The Senior Product Manager is responsible for leading the planning, development and management of AI-driven products and services within the firm. This rol... more
  • 4 Days Ago

  • Sidley Austin LLP Washington, DC
  • The IP Litigation Paralegal supports attorneys in complex patent disputes in federal district courts, proceedings before the Patent Trial and Appeal Board ... more
  • 5 Days Ago

  • Sidley Austin LLP Boston, MA
  • Please note that this opening is for immediate hire. Candidates must currently hold a bachelor’s degree to be considered. Sidley is seeking Project Assista... more
  • 6 Days Ago


Not the job you're looking for? Here are some other AI Vendor Evaluations & Management Associate Director jobs in the Chicago, IL area that may be a better fit.

  • CTC Recruiting Chicago, IL
  • Are you an IT finance professional with a passion for financial planning and can easily translate between IT, Finance and Accounting? Are you one who loves... more
  • 1 Month Ago

  • Tempus AI Chicago, IL
  • Passionate about precision medicine and advancing the healthcare industry? Recent advancements in underlying technology have finally made it possible for A... more
  • 11 Days Ago

AI Assistant is available now!

Feel free to start your new journey!