Jobs › Wolters Kluwer

Lead Technology Product Manager, AI Quality & Evaluation

Wolters Kluwer · Chicago, IL · $118,300–$207,400 a year · Full time

Posted Aug 31, 2026 · We last checked this listing on Oct 6, 2026

Apply at Wolters Kluwer

Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time you built tooling or automation that made a manual review process faster without lowering quality.

What they are checking: Whether they have scaled a human-heavy process before and protected its rigor.

How do you think about responsible AI in a product that supports millions of clinical decisions?

What they are checking: Whether they take the stakes of healthcare AI seriously and design for trust.

Tell me about a time you worked closely with subject matter experts to define requirements in a field you weren't trained in.

What they are checking: Whether they learn quickly and respect expert knowledge while still driving the product.

What would you do

This role doesn't own the clinical quality standard or the statistical method. How do you turn expert-defined standards into product requirements without overstepping?

What they are checking: Whether they understand their role is to operationalize others' standards, not redefine them.

An AI feature passes automated tests but clinical reviewers flag answers as subtly misleading. What do you do?

What they are checking: Whether they weigh expert judgment over metrics when patient safety is involved.

Clinical, data science and engineering teams disagree on what good enough means for a release. How do you move forward?

What they are checking: Whether they can align experts with different priorities without forcing a premature decision.

How would you show customers evidence that our AI features are trustworthy?

What they are checking: Whether they see evaluation as a source of customer trust, not just internal quality control.

About the work

Walk me through how you'd design a workflow for clinicians to review AI answers from UpToDate at scale.

What they are checking: Whether they can design repeatable evaluation workflows that clinical reviewers will actually use.

How would you decide which AI quality signals to monitor after launch, and what would trigger action?

What they are checking: Whether they think about continuous monitoring with clear thresholds rather than one-time launch checks.

How would you present evaluation results so leaders can make a go or no-go decision?

What they are checking: Whether they can turn evaluation data into clear evidence that supports product decisions.

How would you prioritize a roadmap between new evaluation features and fixing gaps in existing tooling?

What they are checking: Whether they can make clear tradeoffs and explain them to product leadership.

Practice this interview out loud.

Offer builds a real interview for this exact role at Wolters Kluwer from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

Practice this out loud

The full job description

As published by Wolters Kluwer.

Build the product capabilities that help ensure AI-enabled healthcare experiences are useful, trusted, and responsibly deployed. At Wolters Kluwer Health, the UpToDate suite supports millions of clinical decisions every day. As AI becomes part of healthcare workflows, quality cannot be treated as a one-time launch checkpoint. AI experiences need to be evaluated, monitored , and improved continuously so clinicians and care teams can trust the information and interactions they rely on. As Senior Product Manager, AI Quality & Evaluation , you will play a core role in translating clinical quality standards and evaluation strategy into scalable product capabilities. Working under product leadership and in close partnership with clinical, technical, and data experts, you will help define the requirements, workflows, tooling, automation, and reporting needed to evaluate AI-enabled experiences before and after launch. This role does not own the clinical quality standard or statistical methodology . It helps make those standards operational at scale through usable tools, repeatable workflows, measurable signals, and clear evidence that supports product decisions, customer trust, and responsible AI. What You'll Do • Translate expert-defined quality standards and evaluation methods into product requirements, workflows, and roadmap priorities. • Drive discovery and delivery for defined AI quality and evaluation capabilities, including tooling, automation, monitoring, evidence capture, and reporting. • Partner with clinical, data science, engineering, product, legal, compliance, and customer-facing teams to operationalize AI evaluation before and after launch. • Identify opportunities to automate and scale evaluation workflows while preserving appropriate expert oversight. • Define product requirements for review workflows, issue triage, launch readiness, post-launch monitoring, and quality reporting. • Use evaluation insights to inform product improvements, user experience, content quality, model behavior, and operational processes. • Track emerging market practices and customer expectations related to AI quality, evaluation, benchmarking, and responsible AI. • Translate AI quality and evaluation practices into clear narratives for product leaders, customer-facing teams, and internal stakeholders. What You'll Bring • 5+ years of product management experience in healthcare, enterprise SaaS, data-driven products, platform products, quality, or related areas. • Strong product discovery and execution skills, including requirements definition, roadmap planning, experimentation, and metrics-driven decision-making. • Ability to translate complex clinical, technical, quality, or risk concepts into practical product requirements and workflows. • Experience working with engineering, data, clinical, compliance, customer-facing, or operational stakeholders. • Strong analytical thinking and comfort defining metrics, dashboards, workflows, and decision criteria. • Strong communication skills, especially around quality, trust, tradeoffs, evidence, and customer value. • Curiosity and learning agility around AI, evaluation methods, responsible AI, and emerging technologies. Preferred Background • Experience with AI-enabled products, healthcare technology, quality tooling, data products, search/retrieval quality, content quality, clinical validation, or decision-support products. • Familiarity with AI evaluation methods, benchmarks, monitoring, human-in-the-loop review, automation, or applied machine learning concepts. • Experience in healthcare, clinical workflows, regulated environments, or professional-information products. • Experience supporting customer-facing narratives around product quality, trust, or responsible technology. What Success Looks Like • Expert-defined quality standards are translated into scalable product workflows, tools, and requirements. • Evaluation processes become more automated, repeatable, measurable, and usable by cross-functional teams. • Product teams have clearer quality signals and launch-readiness criteria for AI-enabled experiences. • Evaluation insights improve product quality, customer trust, user experience, and responsible AI practices. • Customer-facing teams can clearly explain how AI quality and trust are evaluated. #LI-Hybrid Our Interview Practices To maintain a fair and genuine hiring process, we kindly ask that all candidates participate in interviews without the assistance of AI tools or external prompts. Our interview process is designed to assess your individual skills, experiences, and communication style. We value authenticity and want to ensure we’re getting to know you—not a digital assistant. To help maintain this integrity, we ask to remove virtual backgrounds and include in-person interviews in our hiring process. Please note that use of AI-generated responses or third-party support during interviews will be grounds for disqualification from the recruitment process. Applicants may be required to appear onsite at a Wolters Kluwer office as part of the recruitment process. Compensation: $118,300.00 - $207,400.00 USD This role is eligible for Bonus. Compensation range listed is based on primary location of the position. Actual base salary offer is influenced by a wide array of factors including but not limited to skills, experience and actual hiring location. Your recruiter can share more information about the specific offer for the job location during the hiring process. Additional Information : Wolters Kluwer offers a wide variety of competitive benefits and programs to help meet your needs and balance your work and personal life, including but not limited to: Medical, Dental, & Vision Plans, 401(k), FSA/HSA, Commuter Benefits, Tuition Assistance Plan, Vacation and Sick Time, and Paid Parental Leave. Full details of our benefits are available upon request.

Apply at Wolters Kluwer