Director of Health Benefits

9 months ago
Req ID
Regular Full-Time
ASD Human Resources
ASD-Health Ben & Ins
Salary Min
Salary Max
Contact Email


Brief Job Description (essential functions of the job):

This position reports to the City’s Director of Human Resources and supervises the staff of the Health Benefits Division. The Director of Health Benefits administers the City’s group health insurance program for approximately 50,000 active employees, retirees and dependents. Administers other benefits including, but not limited to, life insurance, flexible spending, and other supplemental insurance. The Director leads the City’s effort to provide high quality employee health related benefits, administer and contain related costs, and ensure compliance with all relevant policies, regulations, and laws.


Duties and Responsibilities:

  • Leads strategic decision making for the City’s health, dental, life and related benefits, including identifying issues, presentation of data analysis and other research to the City’s management team, and providing expertise in final decisions.
  • With other senior managers, actively participates in, leads, and negotiates benefits with the City’s Public Employee Committee, which is the authorized and exclusive health insurance bargaining representative for the coalition of public employee bargaining units and retirees of the City of Boston.
  • Assures benefits are administered accurately, timely, and with a constant focus on customer service and operational efficiencies.
  • Maintains a comprehensive understanding of the City’s health related benefits, City specific enrollment, claims, and benefit issues, and external marketplace and municipal trends.
  • Leads and supervises a staff of professional and administrative employees with a constant focus on customer service and operational efficiencies.
  • Leads business process change when opportunities arise to more effectively and efficiently provide health related benefits.
  • Assures staff’s ability, and when necessary personally counsels active employees and retirees about the Medicare enrollment process and the City’s Medicare Supplement Plans.
  • Creates and presents benefit presentations to large audiences including employees, unions and retiree groups (such as annual enrollment, retirement planning, and upcoming changes to benefits).
  • Maintains a confident understanding of and promotes maximum use of information technology systems in health benefits administration, including on-line benefit enrollment, financial systems, human resource management systems, and plan/claims data systems including reporting.
  • Assumes primary responsibility, through staff and working closely with City financial departments, for all health insurance related financial management. This includes timely and accurate vendor payments, member payroll deductions, revenue collection from outside participating agencies, member refunds, management of two self-insurance trust funds, and annual budget projections.
  • Maintains a strong understanding of federal and state laws that govern the provision of health insurance to municipal employees including M.G.L. Chapter 32B and the Affordable Care Act. Monitor major changes at the State’s Group Insurance Commission and develop relationships with relevant state and local government officials.
  • Hires and manages various contractors in accordance with M.G.L. procurement guidelines, and negotiates all health plan agreements between the City and providers during the annual renewal period.
  • Maintains strong relationships with external vendors, such as insurer’s account representatives, and internal partners, such as finance and IT staff, in order to facilitate accurate and timely benefit administration.
  • Champion and coordinate the City’s wellness programs by being an active member in the Wellness Committee.
  • Performs related work as required.


Minimum Entrance Qualifications:


  • At least five (5) years of full-time, or equivalent part-time, progressively responsible professional experience of which three (3) must have been in a supervisory capacity. A bachelor's degree in public finance, public administration, business administration or closely related field strongly preferred and may be substituted for two (2) years of the required experience. A master's degree in the above listed fields highly preferred and may be substituted for three (3) years of the required experience. Additional experience highly preferred. There is no substitution for supervisory experience.
  • Strong managerial skills required including ability to effectively communicate, organize multiple projects, lead strategically, manage professional and administrative staff and consultants, and work well with other partners within the City.
  • Demonstrated leadership ability. Proven track record of effective staff management.
  • Ability to exercise good judgment and focus on detail as required by the job.
  • Demonstrated written and oral communication skills.
  • Ability to develop long term goals and objectives; to provide leadership in the planning, development and establishment of new, modified and/or improved programs, services and activities; to develop effective financial policies and budgets and maintain fiscal control through knowledge of the principles and practices of accounting and auditing; to make oral presentations before large or small audiences; to research data and to compile narratives or reports from information gathered; to maintain confidentiality of reports and information; to establish and maintain effective working relationships and to exercise sound independent judgment in planning, directing, and coordinating the work of a technical and professional staff.



  • Knowledge and experience with healthcare benefits, particularly experience administering an employer sponsored group health insurance program.
  • Strong command of health benefits administration including familiarity with the major plan sponsors in the municipal insurance market and understanding of the Medicare enrollment process and Medicare supplement products.
  • Experience in leading business process change through adoption of information technology.
  • Experience using PeopleSoft or other Human Resources Information System to administer a benefits plan – including creating and analyzing reports.

Boston Residency Required.


Union/Salary Plan/Grade: Non-Union/MM2-12

Hours per week: 35



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