Demo

Medical Stop Loss Pricing Actuary

WTW
Chicago, IL Full Time
POSTED ON 7/29/2026
AVAILABLE BEFORE 9/13/2026
Description

As a Medical stop loss pricing actuarial lead, you will be a key member of the Financial Actuarial & Analytics (FAA) Community of Expertise. You will contribute to complex analytical work involving stop loss pricing and reserving as well as captive feasibility analysis. You will be responsible for translating that expertise into scalable intellectual capital used across FAA. You will partner with FAA practitioners, Client Service teams, Global Delivery Centers, and technology partners to develop, refine, and deploy reusable tools, models, and analytical frameworks. This role offers the opportunity to grow deep medical stop loss and captive expertise, financial acumen, and project management skills while working on high-impact, forward-looking initiatives alongside FAA leaders.

The Role

  • Lead the technical development of HealthMaps (Tillinghast), a cornerstone stop loss manual product used by many insurers and MGUs
  • Work in close collaboration with product leader and customers to develop a common view of the business. Work in partnership with various stakeholders to identify emerging trends that should be incorporated into HealthMaps offerings.
  • Lead projects across HealthMaps Team and in collaboration with our benefit teams
  • Assist in captive feasibility analysis, captive business development activities, and captive annual pricing work
  • Maintain stop loss benchmarking data, surveys, and provide proactive insights, identify the drivers and respond to clients’ inquiries
  • Apply innovative approaches and leading-edge tools to analyze the business. Seek opportunities to leverage advanced analytics to provide greater insights. Ensure the quality of the data and its consistent application in the medical stop loss pricing and rate filings space.
  • Assume an active leadership role and keep abreast of new medical stop loss trends and other external issues

Qualifications

  • A minimum of 5 years of experience in progressively complex actuarial roles. Knowledge and experience with medical stop loss pricing (preferred)
  • Associate or Fellow of the Casualty Actuarial Society or working towards these credentials
  • Leadership: Strength and experience as a teacher, manager, peer, leader and contributor to a positive culture
  • Analytical and quantitative skills: theoretical foundation, work quality, productivity, creativity, ingenuity
  • Software skills: Excel (expert), Word, PowerPoint; SQL (preferred), Power BI (preferred), database and programming skills, Snowflake knowledge (preferred), Python knowledge (preferred).
  • Self-sufficient with competence to progress and build comprehensive pricing models and analytic solutions.
  • Excellent verbal and written communication skills. Able to communicate complex technical concepts to a wide range of audiences including executive leadership and the board.
  • Proven expertise leading and developing actuarial teams. This individual will have experience developing high performing teams with strong technical skills and business acumen.
  • Experience presenting to executive management and external stakeholders.
  • Demonstrated experience providing proactive guidance and sought-out insights to business leaders, executive management, and other stakeholders.

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 $100,000.00 - $150, 000.00 USD annually.

This role is also eligible for an annual short-term incentive bonus.

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

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.

EOE, including disability/vets

Salary : $100,000 - $150,000

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