Senior Retirement Benefits Specialist

About the role

The Senior Benefits Specialist serves as a subject matter expert on employee benefits and plays a key role in complex issue resolution, plan audits, system configuration testing, and process improvements. This role partners cross-functionally with Payroll, HRIS, Legal, and vendors to support escalated issues, compliance efforts, and strategic planning initiatives such as open enrollment.

Responsibilities

• Resolve escalated employee benefit issues with a high level of accuracy and professionalism.
• Lead audits of internal and vendor benefit data to ensure compliance and integrity.
• Contribute to the planning and execution of annual open enrollment, including system testing, communications, and timeline management.
• Serve as a Workday subject matter expert for benefits, leading testing and validation of new configurations or processes.
• Partner with HRIS, Payroll, and vendors to troubleshoot issues and improve workflows.
• Analyze benefit trends, utilization data, and compliance metrics to support strategic improvements.
• Provide guidance to Benefits Specialists and help develop training materials and job aids.
• Maintain expert-level knowledge of ERISA, ACA, HIPAA, COBRA, and Section 125 rules.

Requirements

• 3–5 years of experience in employee benefits administration.
• Bachelor’s degree preferred; equivalent experience considered.
• Strong understanding of ERISA, ACA, COBRA, HIPAA, and IRS Section 125 regulations.
• Advanced knowledge of HRIS systems (Workday preferred), including configuration testing and reporting.
• Proven critical thinking, analytical, and problem-solving skills.
• Experience supporting or managing annual open enrollment cycles.
• Ability to communicate effectively with employees, leadership, and external partners.
• Comfortable with an on-site presence to support collaboration, team leadership, and cross-functional partnership.

Benefits

Acrisure offers a comprehensive suite of benefits and perks designed to support every dimension of your life, from health and finances to family and future. The company has pledged more than $22 million through partnerships with Corewell Health Helen DeVos Children's Hospital in Grand Rapids, Michigan; UPMC Children's Hospital in Pittsburgh, Pennsylvania; and Blythedale Children's Hospital in Valhalla, New York.

• Physical Wellness: Comprehensive medical insurance, dental insurance, and vision insurance; life and disability insurance; fertility benefits; wellness resources; and paid sick time.
• Mental Wellness: Generous paid time off and holidays; Employee Assistance Program (EAP); and a complimentary Calm app subscription.
• Financial Wellness: Immediate vesting in a 401(k) plan; Health Savings Account (HSA) and Flexible Spending Account (FSA) options; commuter benefits; and employee discount programs.
• Family Care: Paid maternity leave and paid paternity leave (including for adoptive parents); legal plan options; and pet insurance coverage.

This list is not exhaustive of all available benefits. Eligibility and waiting periods may apply to certain offerings. Benefits may vary based on subsidiary entity and geographic location.