Healthcare Financial/Actuarial Managing Director

Healthcare Financial/Actuarial Senior Director

As a Healthcare Financial/Actuarial Senior Director, you will serve as the financial lead for medium to large, complex employer client assignments. You'll leverage your experience as a benefits financial/actuarial expert to make strategic recommendations on funding, plan design and innovative financial solutions. You will apply your financial management and data analytics expertise to solve complex client problems and to lead the development of new Health & Benefits (H&B) intellectual capital.

The Role

• Delivers complex financial/actuarial/analytic (FAA) concepts, strategies and results that effectively drive client action and improve plan performance, in collaboration with client service team (CST)
• Leads new business, expansion and cross-selling activities for actuarial, financial and/or risk solutions
• Leads clients' financial/actuarial engagements for a large portfolio of highly complex clients
• Provides leadership to teams in creating client financial and risk strategies by leveraging emerging trends, WTW intellectual capital and market innovations
• Provides final quality reviews and client delivery for complex financial/actuarial deliverables
• Guides team (client, regional and global delivery centers [GDCs]) on deliverables based on client need
• Develops and maintains relationships with employers' and vendors' senior executive contacts to drive growth and enhance Health & Benefits' (H&B's) brand
• Expertly links clients' benefits, financial and placement strategies to deliver optimal results
• Participates in H&B brand-building through public speaking, membership/leadership role in key business organizations and so on to promote H&B and WTW growth
• Maintains optimism when faced with significant challenges; deals well with and learns from setbacks, helping others to remain positive

The Requirements

• 15+ years' experience and demonstrated success in the delivery of complex health and welfare financial/actuarial strategies and analysis in a consulting or brokerage environment
• Recognized as an external thought leader
• Deep understanding of the FAA (financial, actuarial and analytics) service catalog and expert knowledge in all aspects of benefit plan design, underwriting/funding, analytics and post-retirement/employment concepts design, underwriting and funding concepts
• Proven ability to lead data analytic projects
• Interest and aptitude in keeping abreast of latest developments in health and welfare plan strategy and leading the development of new intellectual capital
• Ability to leverage judgement and past experiences to predict which methods will work
• Multiple years of experience across one or multiple client segments
• An executive presence with polished and well developed written and oral communication skills
• Superior ability to influence and collaborate with senior management and work across all levels of an organization
• Excellent Microsoft Office skills, particularly in Excel and PowerPoint
• State Life and Health license required within 90 days of joining
• Actuarial designation and current continuing education (optional)

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 $160,000-$265,000 USD per year. This role is also eligible for an annual short-term incentive bonus.

• 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 paid 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
• Retirement Benefits: Contributory Pension Plan and Savings Plan (401k). All Level 38 and more senior roles may also be eligible for non-qualified Deferred Compensation and Deferred Savings Plans.

EOE, including disability/vets

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

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.

Job Identification 202504053

Job Category Health and Benefits

Posting Date 06/18/2026, 07:18 PM

Locations Willis Tower, Chicago, IL, 60606, US

Job Schedule Full time