Manager, Employee Benefits and Wellbeing

Job Description:The Manager will serve as a hands-on partner to the Director, Total Rewards, HRIS and Operations to lead the development, planning, communication compliance, and administration of all benefits and well-being programs. This individual will demonstrate creativity and thought leadership in the development of Benefits and Well-Being methodologies and approaches that will attract, retain, and meet the needs of the organization, with a focus on creating an inclusive environment that enhances diversity through equity. The manager is a member of the HR Leadership Team, and will collaborate with the team and will partner with other leaders to ensure strategies are aligned with the organizational strategy, as well as serve as a coach and mentor in the development of the Benefits and well-being team. This role in based in Massachusetts and includes a hybrid work schedule.Position Responsibilities: Partner with leadership to define, develop, communicate, and execute a competitive strategy that includes employee benefit programs, well-being benefits, retirement benefits, paid time off programs, and other reward and recognition programs, that is cost effective and aligned with trends in the market and organizational objectivesManage the design of group life, medical, dental, disability, accident, critical illness and other ancillary benefit programs to assure alignment to company business objectives and external market-competitiveness.Partners with Occupational Health Services in the administration of leave of absence policy creation and administration.Ensure that HSL’s strategy is aligned with and supports the vision of a more inclusive and diverse communityAs a subject matter expert propose, design and implement industry best practices and lead effective, competitive, inclusive and fair benefits and well-being programsProvide strategic day-to-day leadership to the Benefits and well-being team, including coaching, motivating and providing opportunities for developmentEnsures staff is knowledgeable about programs and are following all federal, state, and local legal requirements.  Foster a collaborative, value-driven team culture of high standards, strong productivity, and innovationConduct and analyze internally and externally the effectiveness of existing executive and staff benefit and well-being programs and policies and practices to inform the program direction in the future. Intentional focus on developing internal talent through coaching, mentoring, influencing, and advocatingManages execution and implementation of initiatives using status, milestones, risk, and quality key performance indicators (KPIs) and other success measures. Facilitates meetings with stakeholders to track and report on deliverable progress and to identify and mitigate risks. Monitor the impact to budget  and advise the organization appropriatelyManages relationships with vendors, brokers, and carriers, including monitoring service levels, costs, utilization, and other metrics to ensure a positive employee experience and value to the organizationPartners with benefit broker to understand market trends and assess, design, and refine HSL’s  total rewards  strategy to ensure HSL is well positioned competitively to attract and retain talentDevelops strategy for communication and education about benefit programs across HSL •            Manages compliance requirements including, but not limited to, ERISA, FMLA, COBRA, HIPAA, ACA, Form 5500 filings, OSHA, nondiscrimination testing, and audits utilizing established vendorsLeads continuous improvement of processes and procedures to drive efficiencies, reduce manual processes, and improve the employee experiencePartners with other functions in areas such as legal, finance, risk management, and Occupational Health, to build new programs, manage risk to the organization, and understand legal implications to policy or design changes.Work closely with Benefits team and Compensation team overseeing and refining the process for handling benefits and earned time related to LOAsExperience: 8 to 10 years of relevant experience required.  Bachelor’s Degree required.Certified Employee Benefit Specialist (CEBS), and/or Certified Benefits Professional (CBP) credentials highly preferred.Experience with large healthcare, senior living or non-profit preferred.5+ years leadership experienceExtensive knowledge of employee benefits and well-being program experience requiredThorough understanding of benefit and wellness plan design and managementExperience with implementation and communication of employee benefit and wellbeing programsA proven history of influencing senior leadership with a combination of deep subject matter expertise, relationship-building abilities, and a passion to create competitive, equitable and inclusive programs that contribute to a great company cultureExperience in leading large-scale projects with heavy change management requirements.Demonstrated experience building and coaching a high performing and engaged team, as well as working cross-functionally with key dependencies in other departments.Ability to work with confidential information with high levels of discretion.Strong team player and servant-leadership approach to working with the community.Thorough knowledge of State and Federal wage and hours laws, including, but not limited to, FLSA, FMLA, PFML, ERISA, HIPAA, COBRA, ADA, Section 125, and Workers’ CompensationExperience with administering defined contribution plansExperience with implementing and working with Human Capital Management SystemsStrong analytical and quantitative skillsStrong written and oral communication skills with attention to detail and the ability to communicate tactfully across all levels within the organizationRemote TypeSalary Range:$100,334.00 - $180,601.00

Created: 2026-04-06