Director, Benefits
About the role
We are seeking a Director, Benefits to redefine and lead our comprehensive benefits and wellbeing strategy. 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.
Responsibilities
Define and execute a multi-year benefits and wellbeing strategy that aligns with our Total Rewards philosophy and broader business objectives.
Leverage market insights, data analytics, and AI tools to drive innovation in program design, ensuring our offerings remain highly competitive and meet the evolving needs of our workforce.
Lead the design, implementation, and continuous improvement of all benefit programs with a central focus on associate wellbeing.
Oversee benefits vendor strategy, including selection, contract negotiation, and performance management to maximize service quality, innovation, and value.
Manage the benefits budget, conduct annual renewals, and provide financial analysis and recommendations to leadership.
Build, mentor, and develop a high-performing benefits team focused on continuous improvement, agility, and operational excellence.
Act as a trusted advisor to senior leadership while partnering seamlessly with HR, Finance, Legal, and IT to ensure compliant, efficient program delivery.
Architect a comprehensive, modernized communication strategy that leverages new technologies and AI to ensure associates understand and appreciate the full value of their benefits.
Champion initiatives that drive engagement and utilization, creating a world-class, personalized benefits and wellbeing experience.
Requirements
Strong 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.
Qualifications
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.
Skills
Strategic thinking and innovation.
Data analysis and interpretation.
Vendor management and negotiation.
Team leadership and mentoring.
Effective communication and stakeholder management.
Benefits
Paid time off
Medical/dental/vision insurance
401(k)
Wellness benefits
Pay
$189,360.00 - $231,440.00
Schedule
Full time