Director, Benefits
Quick Summary
Strong financial acumen with demonstrable experience leveraging data analytics, market insights, and AI to drive business decisions, optimize costs, and improve program outcomes.
This role is eligible for our FLEX persona and candidates are expected to be in our Boston or Hingham location on Tuesday and Wednesday each week.
About the Role
~1 min readWe are seeking a forward-thinking Director, Benefits to redefine and lead our comprehensive benefits and wellbeing strategy. Reporting to the Senior Director, Total Rewards, this pivotal role will drive the evolution of our offerings through continuous innovation, deep market insights, and AI-enabled technology. You will be responsible for the strategic direction, design, and governance of our entire portfolio, encompassing health, welfare, retirement, and holistic wellbeing programs. This is a unique opportunity for a strategic leader who balances long-term vision with operational excellence, utilizing data analytics to build modern, highly engaging associate experiences.
Responsibilities
~1 min readStrong financial acumen with demonstrable experience leveraging data analytics, market insights, and AI to drive business decisions, optimize costs, and improve program outcomes.
Proven success designing and managing innovative, competitive benefits and wellbeing programs in a complex organization.
Exceptional communication and negotiation skills, with the executive presence to influence stakeholders at all levels, including the Board of Directors and executive leadership.
Deep expertise in benefits laws and regulations (e.g., ERISA, ACA, HIPAA, COBRA, SECURE Act).
Required or desired certifications include Certified Employee Benefit Specialist (CEBS), Certified Benefits Professional (CBP), or similar licensures.
Bachelor’s degree in Human Resources, Business Administration, or a related field required.
10+ years of progressive experience in benefits administration, wellbeing strategy, and Total Rewards, with at least 5 years in a significant leadership role.
#LI-HYBRID
Requirements
~1 min readHigh school degree or equivalent required unless otherwise noted above
The job posting range is the lowest to highest salary we in good faith believe we would pay for this role at the time of this posting. We may ultimately pay more or less than the posted range, and the range may be modified in the future. An employee’s pay position within the salary range will be based on several factors including, but limited to, relevant education, qualifications, certifications, experience, skills, performance, shift, travel requirements, sales or revenue-based metrics, and business or organizational needs and affordability.
This job is also eligible for variable pay.
We offer comprehensive package of benefits including paid time off, medical/dental/vision insurance, 401(k), and a suite of well-being benefits to eligible employees.
Note: No amount of pay is considered to be wages or compensation until such amount is earned, vested, and determinable. The amount and availability of any bonus, commission, or any other form of compensation that are allocable to a particular employee remains in the Company's sole discretion unless and until paid and may be modified at the Company’s sole discretion, consistent with the law.
We understand that the confidence gap and imposter syndrome can prevent amazing candidates coming our way, so please don’t hesitate to apply. We’d love to hear from you. You might be just what we need for this role or possibly another one at Blue Cross Blue Shield of MA. The more voices we have represented and amplified in our business, the more we will all thrive, contribute, and be brilliant. We encourage you to bring us your true colors, , your perspectives, and your experiences. It’s in our differences that we will remain relentless in our pursuit to transform healthcare for ALL.
As an employer, we are committed to investing in your development and providing the necessary resources to enable your success. Learn how we are dedicated to creating an inclusive and rewarding workplace that promotes excellence and provides opportunities for employees to forge their unique career path by visiting our Company Culture page. If this sounds like something you’d like to be a part of, we’d love to hear from you. You can also join our Talent Community to stay “in the know” on all things Blue.
At Blue Cross Blue Shield of Massachusetts, we believe in wellness and that work/life balance is a key part of associate wellbeing. For more information on how we work and support that work/life balance visit our "How We Work" Page.
Location & Eligibility
Listing Details
- Posted
- July 21, 2026
- First seen
- August 12, 2026
- Last seen
- August 12, 2026
Posting Health
- Days active
- 0
- Repost count
- 0
- Trust Level
- 13%
- Scored at
- August 12, 2026
Signal breakdown
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