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AI Product Evaluations Senior Analyst

IL LLP


Job Location:

Chicago, IL - USA

Monthly Salary: $ 98300 - 135200
Posted: 21 August 2026 (11 days ago)
Application Deadline: 18 November 2026
Vacancies: 1 Vacancy

Job Summary

The AI Product Evaluations Senior Analyst part of the Firms Data & AI department is responsible for supporting the evaluation selection and piloting of the Firms legal-technology and AI products and related systems. The incumbent supports product evaluations end to end; conducting market research assisting with vendor selection and coordinating with information security procurement IT and practice stakeholders. The Senior Analyst helps plan administer and analyze structured product evaluations and pilots ensuring they are well-organized criteria-driven and clearly documented while producing the analysis and reporting that inform selection and rollout decisions.

Duties and Responsibilities:

In coordination with the teams Product Management Manager and Leadership:

  • Support the day-to-day administration of product evaluations pilots and proofs of concept across the Firms legal-technology and AI portfolio.

  • Conduct market research and landscape analysis to identify compare and shortlist candidate products vendors and capabilities.

  • Assist with vendor selection including preparing evaluation criteria demo question banks scorecards and comparison summaries.

  • Coordinate with information security procurement IT and practice stakeholders to gather requirements schedule reviews and track dependencies through the evaluation lifecycle.

  • Help plan and administer structured evaluations and pilots defining scope timelines participants and success criteria in coordination with leadership.

  • Collect analyze and synthesize evaluation inputs (participant feedback usage data KPIs) into clear findings and recommendations.

  • Prepare evaluation summaries stakeholder updates and reporting to support selection prioritization and rollout decisions.

  • Maintain organized documentation of evaluation processes criteria vendor materials and decisions.

  • Participate in project teams to support implementation training and change management for selected products.

  • Identify opportunities to improve evaluation methods templates and repeatable processes.

  • Contribute to the development and ongoing maintenance of standard evaluation documentation and related materials.

Education and/or Experience:

Required:

  • Bachelors degree from a four-year college or university

  • A minimum of 5 years of relevant professional experience

  • Proficiency in MS Excel MS Word and PowerPoint

  • Demonstrated ability to manage multiple assignments with competing deadlines and priorities under minimal direct supervision

  • Excellent written and verbal communication skills

Preferred:

  • A minimum of 2 years of experience working with legal technology and/or AI tools (e.g. research tools workflow or practice management systems generative AI platforms)

  • Experience supporting product or vendor evaluations procurement or information security review processes

  • Demonstrated understanding of law firm structure and business practices as well as practice-specific terminology

  • Experience managing or coordinating projects from inception through planning execution and completion

  • Familiarity with market and competitive research resources (e.g. analyst reports vendor landscapes) and legal research tools

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 and stakeholder-management skills

  • Strong analytical and problem-solving skills

  • Ability to communicate technical concepts clearly to non-technical stakeholders

  • 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

The target salary range for this role is:

$98300 - $135200 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 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.


Required Experience:

Senior IC