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Managing Director- Health and Benefits Consulting

WTW
Boston, MA Full Time
POSTED ON 9/27/2026
AVAILABLE BEFORE 11/21/2026
Description

As a Health and Benefits Managing Director you will make a valuable difference every day to our high-profile clients and prospects by developing leading edge solutions to address their health and benefits and broader benefits issues. You will lead large, highly visible client engagements as well as develop and manage active pipelines, grow relationships with current and prospective clients, and demonstrate how our organization’s superior strategic resources and capabilities can address their concerns. You will serve as a key voice to the marketplace of one of the world’s leading HR consulting firms and have the ability to contribute to the evolution of health care delivery in North America.

The Role

  • Serve as the strategic partner and trusted advisor to large, complex clients in the design and management of their health and benefits programs,
  • Primary accountability for creating and executing a business strategy to penetrate the local and regional market in obtaining completely new Health and Benefits clients of the company; retain and grow revenue with clients once on board
  • Meet or exceed revenue and market penetration goals
  • Serve as senior Health and Benefits strategist for clients, ensuring that health and welfare plan design meets clients’ needs and fits within overall benefits strategy
  • Raise awareness of WTW's capabilities in the marketplace through conference appearances and various other profile building venues
  • Contribute to the development of new tools and approaches
  • Build relationships internally with sales and marketing team and consultants within and outside H&B to effectively collaborate on sales opportunities
  • Help to identify and develop future talent

Qualifications

The Requirements

  • 15 years’ experience in the design/management of large group health and welfare plans gained in a consulting or brokerage environment
  • Track record of success in managing and growing large client relationships, together with proven ability to generate revenue
  • An executive presence with polished and well developed written and oral communication skills
  • Ability to influence and collaborate with senior management and work across all levels of an organization
  • Interest and aptitude in keeping abreast of latest developments in health and welfare plan strategy and contributing to the development of new tools and approaches
  • Excellent Microsoft Office skills, particularly in Excel and PowerPoint
  • Availability to travel regularly
  • Bachelor’s degree preferred; high school diploma required
  • State Life and Health license required within 90 days of joining
  • This role follows a Hybrid workstyle. Open to anyone who is in a commutable distance to the posted location/s.

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 base 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.

Compensation

The base salary compensation range being offered for this role is $200,000-$250,000 USD per year.

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: Mental health/emotional wellbeing (including Employee Assistance Program), medical (including prescription drug coverage and fertility benefits), dental, vision, Health Savings Account, Commuter Accounts, Health Care and Dependent Care Flexible Spending Accounts, company-paid life insurance, supplemental life insurance, AD&D, group accident, group critical illness, group legal, identity theft protection, wellbeing program, adoption assistance, surrogacy assistance, auto/home insurance, pet insurance, and other work/life resources.
  • 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.

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.

Note that visa 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 sufficient/appropriate candidate slate has been identified.

EOE, including disability/vets

Salary : $200,000 - $250,000

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