Healthcare Financial/Actuarial Associate Director

As a Healthcare Financial/Actuarial Associate Director, you will be a key member of the Financial, Actuarial and Analytics (FAA) Community of Expertise. You will lead financial and actuarial engagements for a portfolio of clients and play a strategic role on complex accounts, delivering insights that shape benefit program performance. In partnership with Client Service colleagues, you will communicate sophisticated financial concepts in a way that drives client action, improves plan outcomes, and strengthens WTW’s value proposition. This role offers the opportunity to work on innovative projects alongside industry leaders and to influence the future of employer-sponsored health programs.

The Role

• Lead Client Engagements: Manage financial and actuarial deliverables for a portfolio of clients, or direct FAA resources for large, complex engagements.
• Financial Strategy and Modeling: Develop pricing strategies, employee contribution models, reserves, and forecasts across self-insured, fully insured, and alternative funding arrangements (e.g., minimum premium, level funding).
• Data Analysis and Insights: Clean, transform, and analyze large, complex integrated datasets (medical, pharmacy, enrollment) to produce actionable insights and client-ready reporting.
• Risk Management Expertise: Guide clients on funding strategies, underwriting pools, credibility methods, pooling point analysis, and stop-loss solutions to optimize risk management.
• Carrier and Market Assessment: Evaluate carrier pricing dynamics and market competitiveness, providing insights that support vendor selection, contract negotiations, and program optimization.
• Plan Design Consulting: Model plan design alternatives, assess impact on cost and employee experience, and guide strategic recommendations to clients.
• Team Leadership: Provide direction, coaching, and feedback to junior colleagues, supporting their technical and professional development.
• Cross-Functional Collaboration: Partner with Global Delivery Centers, Client Service Teams, actuaries, and clinicians to ensure seamless project execution and superior results.
• Client Relationship Management: Build strong relationships with employer and vendor contacts, serving as a trusted advisor to drive engagement and loyalty.
• Thought Leadership: Contribute to intellectual capital development, identify opportunities for innovation, and support new business, expansion, and cross-selling initiatives.
• 7+ years of experience in professional services, ideally in a benefits consulting, brokerage, underwriting, or actuarial capacity within an insurance or consulting firm.
• Bachelor’s degree in a relevant field; Actuarial designation (ASA/FSA) preferred.
• Proven ability to lead multiple clients/projects simultaneously and deliver high-quality work on time and within budget.
• Advanced knowledge of benefit plan design, funding approaches, underwriting principles, and post-employment concepts.
• Expertise in financial modeling and actuarial techniques, including pricing models, reserving frameworks, forecasting tools, and scenario modeling.
• Strong data acumen, with the ability to manage and interpret large, complex datasets to inform decision-making.
• Deep understanding of employer health risk management strategies, including stop-loss, credibility, and rating mechanics.
• Experience advising small to mid-sized employers, with sensitivity to unique plan design and cost-optimization considerations.
• Strategic thinker with a solutions-oriented mindset who can synthesize insights and translate them into clear, actionable client recommendations.
• Excellent written and verbal communication skills; able to confidently present complex financial concepts to executives (CFO, CHRO, CEO).
• Demonstrated success in expanding client relationships and identifying opportunities for additional services.
• Skilled collaborator, comfortable working across cross-functional teams in a fast-paced, evolving environment.
• Advanced proficiency with Microsoft Excel and PowerPoint.
• State Life & Health license (or ability to obtain within 90 days).

Note: Employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity. 

This position will remain posted for a minimum of three business days from the date posted or until a sufficient/appropriate candidate slate has been identified.

Compensation and Benefits
Base salary range and benefits information for this position are being included in accordance with requirements of various state/local pay transparency legislation. Please note that salaries may vary for different individuals in the same role based on several factors, including but not limited to location of the role, individual competencies, education/professional certifications, qualifications/experience, performance in the role and potential for revenue generation (Producer roles only).

• Compensation
• The base salary compensation range being offered for this role is $115,000.00 - $160,000.00 USD annually.
• This role is also eligible for an annual short-term incentive bonus.
• Company Benefits
• WTW provides a competitive benefit package which includes the following (eligibility requirements apply):
• Health and Welfare Benefits: Medical (including prescription coverage), Dental, Vision, Health Savings Account, Commuter Account, Health Care and Dependent Care Flexible Spending Accounts, Group Accident, Group Critical Illness, Life Insurance, AD&D, Group Legal, Identify Theft Protection, Wellbeing Program and Work/Life Resources (including Employee Assistance Program)
• Leave Benefits: Paid Holidays, Annual Paid Time Off (includes state/local paid leave where required), Short-Term Disability, Long-Term Disability, Other Leaves (e.g., Bereavement, FMLA, ADA, Jury Duty, Military Leave, and Parental and Adoption Leave), Paid Time Off (only included for Washington roles)
• Retirement Benefits: Qualified contributory pension plan (if eligible) and 401(k) plan with annual nonelective company contribution. Non-qualified retirement plans available to senior level colleagues who satisfy the plans’ eligibility requirements.

Pursuant to the San Francisco Fair Chance Ordinance and Los Angeles County Fair Chance Ordinance for Employers, we will consider for employment qualified applicants with arrest and conviction records.

The position allows for flexible working:

At WTW, we trust you to know your work and the people, tools and environment you need to be successful. The majority of our colleagues work in a ”hybrid” style, with a mix of remote, in-person and in-office interactions dependent on the needs of the team, role and clients. Our flexibility is rooted in trust and “hybrid” is not a one-size-fits-all solution.

We understand flexibility is key to supporting an inclusive and diverse workforce and so we encourage requests for all types of flexible working as well as location-based arrangements. Please speak to your recruiter to discuss more.

Eoe, Including Disability/Vets