AI Product Evaluations Senior Analyst
Chicago, IL (Hybrid)
Posted 2 months ago
Job Description
The AI Product Evaluations Senior Analyst, part of the Firm's Data & AI department, is responsible for supporting the evaluation, selection, and piloting of the Firm's 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 team's Product Management Manager and Leadership:
Support the day-to-day administration of product evaluations, pilots, and proofs of concept across the Firm's 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:
Bachelor's degree from a four-year college or university
A minimum of 5 years of experience in a law firm, corporate legal department, or professional services environment
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:
$98,300 - $135,200 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 sidleytalentacquisition@sidley.com (current employees should contact Human Resources).
Sidley Austin LLP is an Equal Opportunity Employer.
Sidley is an elite global law firm. With 2,300 lawyers, annual revenue of US$3.4 billion, and experience that spans 160 years, we have established a reputation using Built to Win® legal strategies in successfully representing clients in more than 70 countries on complex transactional, restructuring, investigation, regulatory, and litigation matters.With 21 offices strategically situated in key commercial and financial hubs across the world, our perspective and our reach are truly global. Our lawyers and business professionals, fluent in more than 75 languages, possess the cultural awareness and cross-border legal acumen needed to bring clarity to a dynamic business landscape.Our offices are found in Beijing, Boston, Brussels, Century City, Chicago, Dallas, Geneva, Hong Kong, Houston, London, Los Angeles, Miami, Munich, New York, Palo Alto, San Diego, San Francisco, Singapore, Sydney, Tokyo, and Washington, D.C.Attorney Advertising. Prior results do not guarantee a similar outcome. Photos may include Sidley alumni or other individuals who are not Sidley lawyers. Photos may be stock photographs.All service marks herein are registered or used by Sidley Austin Holding LLP worldwide. © 2026 Sidley Austin Holding LLP. All rights reserved.
Salaries
Posted range
$98K/yr – $135K/yr
Taken straight from the job posting.
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