Senior Technical Lead - AI Product Engineering (CMH Health)

Individual(s) must be legally authorized to work in the United States without the need for immigration support or sponsorship from Milliman now or in the future.

Milliman’s CMH Health practice is hiring a Senior Technical Lead to own the technical direction of our AI-enabled healthcare products. You will turn complex actuarial and business workflows into reliable software, and help other engineers do the same.

You will be accountable for the technical outcome of your assigned products and workstreams. That includes the work of the engineers who build them with you. You will set the architecture, decide how work is broken down and verified, review designs and code, and answer for whether what ships is correct, reliable, and on time.

You lead through technical authority: you make the calls in your area, and you develop the engineers around you so they can own more of it.

This is a hands-on engineering role. You will read code, investigate production issues, and build critical components yourself.

Who We Are

Founded in 1947, Milliman is an independent firm that provides actuarial, risk management, technology, data, and economic consulting. Health plans, employers, pharmacies, PBMs, life sciences companies, and government agencies rely on our people and products to make high-stakes financial and clinical decisions.

Our CMH Health AI Product & Engineering team turns decades of Milliman healthcare expertise into software. We build and run commercial products that clients use in pricing, contracting, benefit design, regulatory work, and competitive intelligence. We are moving from selling expertise by the hour to selling scalable intellectual property, and we use generative AI throughout the way we design, build, and deliver.

Job Responsibilities

• Lead pragmatic architecture and integration. Design service boundaries, APIs, data models, and integrations that balance reliability, security, performance, cost, and maintainability. Explain the tradeoffs and choose the simplest approach that meets the need.
• Turn business needs into executable technical plans. Work with product owners and domain experts to clarify requirements, identify dependencies, and sequence small, testable increments. Own technical delivery commitments and raise scope, budget, or timing risks early.
• Build verification into delivery. Strengthen automated tests, data-quality controls, regression checks, and AI evaluation practices. Ensure evidence demonstrates that the complete workflow works—not just that individual components run.
• Improve production readiness and operability. Establish practical deployment, monitoring, rollback, and support practices. Investigate recurring failures and reduce manual intervention through targeted engineering improvements.
• Make AI-assisted engineering effective and accountable. Guide the use of coding agents and other AI tools, including context management, generated-code review, evaluation, and appropriate human oversight. Measure improvements in complete delivery outcomes rather than code volume.
• Create reusable engineering capabilities. Improve shared patterns and tooling where they solve demonstrated needs. Help teams adopt them without introducing unnecessary abstraction or approval bottlenecks.
• Develop independent engineers. Delegate meaningful ownership, review designs and implementations, provide timely feedback, and coach others through difficult technical decisions.
• Connect engineering decisions to user outcomes. Stay close to consultants and users, support rollout and adoption, and explain technical risks clearly. Partner with the appropriate domain and control authorities to meet our quality and risk management requirements.

Minimum Requirements

• Bachelor’s degree in Computer science, Engineering, or a related field.
• At least six years of relevant experience in software engineering, data-intensive systems, platform engineering, or closely related work.
• At least two years in a technical lead, staff engineer, or similar role, including technical direction, delivery ownership, and developing others.
• Strong production-software engineering skills, with the ability to inspect, debug, and improve implementations—not just describe proposed solutions.
• Experience designing and operating cloud-based systems on Azure or a comparable platform, including deployment, identity and access, observability, and operational reliability.
• Strong understanding of SQL, data modeling, APIs, and cross-system integration.
• Demonstrated judgment about testing, data integrity, security boundaries, failure modes, and the evidence needed before releasing a change.
• Practical experience using AI-assisted development tools, with a disciplined approach to validating their output.
• Evidence of leading substantial technical work through delivery while managing dependencies, scope, and stakeholder expectations.
• Clear written and verbal communication, constructive technical pushback, and a record of helping other engineers become more capable.
• Curiosity about the business behind the software and a willingness to learn complex healthcare and actuarial workflows.

Preferred Qualifications

• Azure services, infrastructure as code, CI/CD, or Databricks.
• Healthcare analytics, claims data, actuarial systems, or another regulated, data-intensive domain.
• Production AI-enabled workflows with evaluation datasets, traceability, and appropriate human review.
• Modernizing established applications and data pipelines without disrupting users.
• Reducing recurring support effort, release friction, or cloud operating costs through measurable improvements.

What Success Looks Like

During your first six months, you will establish priorities and baselines with the team, then demonstrate progress through:

• Your area has one clear technical owner. Partners know who to go to, and they get a straight answer.
• A meaningful system or workflow improvement delivered into use, with clear acceptance evidence and operational ownership.
• Stronger, reusable verification and release practices adopted within your assigned scope.
• Fewer recurring technical blockers or avoidable manual interventions.
• Engineers making better decisions and owning larger outcomes with less dependence on senior escalation.
• Product and domain partners who understand the technical tradeoffs and trust the team’s commitments.

The Team

• Builder to owner. Everyone on the team uses AI to build fast, and senior leaders own client outcomes and commercial results.
• Forward-deployed. Our engineers and product owners work inside real client and consulting workflows, not in a software silo.
• Think big, prioritize, execute, earn trust. We value bold ideas sequenced for compounding impact, delivered reliably, and backed by sound trade-offs.
• Quality is non-negotiable. Milliman's name is on everything we ship.

How This Role May Evolve

AI is changing how software is built. We expect it to change what a technical lead spends time on, but we do not know exactly how far or how fast that will go.

Today, this role is hands-on. As AI takes on more of the implementation work, we expect the most valuable part of the role may shift toward product leadership: deciding what our products should do and why, working closely with our actuaries and clients to understand their work, and owning the outcome. That is also how many leaders at Milliman grow: by taking on more responsibility for client problems and the solutions to them.

We are describing a direction, not a commitment. We cannot promise a particular title, timeline, or path. The role will be shaped by how the technology develops, what our clients need, and your strengths and interests. If you find that kind of change interesting rather than unsettling, we would like to talk.

Location

It is preferred that candidates work on-site at our Chicago, IL, Milwaukee, WI, or Hartford, CT office. Remote candidates will be considered.

The expected deadline for this role is March 25, 2027.

Compensation

The overall salary range for this role is $131,600 - $249,780. For candidates residing in:

• Alaska, California, Connecticut, Illinois, Maryland, Massachusetts, New Jersey, New York City, Newark, San Jose, San Francisco, Pennsylvania, Virginia, Washington, or the District of Columbia is $151,340 – $249,780.
• All other locations the range is $131,600 - $217,200.

A combination of factors will be considered, including, but not limited to, education, relevant work experience, qualifications, skills, certifications, etc.

Benefits

We offer a comprehensive benefits package designed to support employees' health, financial security, and well-being. Benefits include:

• Medical, Dental and Vision – Coverage for employees, dependents, and domestic partners.
• Employee Assistance Program (EAP) – Confidential support for personal and work-related challenges.
• 401(k) Plan – Includes a company matching program and profit-sharing contributions.
• Discretionary Bonus Program – Recognizing employee contributions.
• Flexible Spending Accounts (FSA) – Pre-tax savings for dependent care, transportation, and eligible medical expenses.
• Paid Time Off (PTO) – Begins accruing on the first day of work. Full-time employees accrue 15 days per year, and employees working less than full-time accrue PTO on a prorated basis.
• Holidays – A minimum of 10 observed holidays per year.
• Family Building Benefits – Includes adoption and fertility assistance.
• Paid Parental Leave – Up to 11 weeks of paid leave for employees who meet eligibility criteria.
• Life Insurance & AD&D – 100% of premiums covered by Milliman.
• Short-Term and Long-Term Disability – Fully paid by Milliman.

Equal Opportunity

All qualified applicants will receive consideration for employment, without regard to race, color, religion, sex, sexual orientation, national origin, disability, or status as a protected veteran.