Senior Benefits Specialist: ERISA, Open Enrollment & Workday

Acrisure; Schaumburg (IL); On-site; USD 85,000 - 100,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

401(k) with company match

HSA/FSA options

Paid time off

EAP support

Calm app subscription

Job summary

Acrisure is seeking a Senior Benefits Specialist to act as a benefits subject matter expert, handling complex issues, plan audits, and system configuration testing. You will collaborate across Payroll, HRIS, Legal, and external vendors to support open enrollment and compliance initiatives.

Key focus areas include ERISA, ACA, COBRA, HIPAA, and IRS Section 125 regulations, with strong emphasis on Workday configurations and data integrity.

Qualifications

• 3–5 years of experience in employee benefits administration.
• Strong understanding of ERISA, ACA, COBRA, HIPAA, and IRS Section 125 regulations.
• Advanced knowledge of HRIS systems (Workday preferred), including configuration testing and reporting.

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.
• Partners 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.

Skills

Benefits administration

ERISA

ACA

HIPAA

Workday

Education

Bachelor's degree

Tools

Workday

HRIS

Job description

Acrisure is seeking a Senior Benefits Specialist to act as a benefits subject matter expert, handling complex issues, plan audits, and system configuration testing. You will collaborate across Payroll, HRIS, Legal, and external vendors to support open enrollment and compliance initiatives.

Key focus areas include ERISA, ACA, COBRA, HIPAA, and IRS Section 125 regulations, with strong emphasis on Workday configurations and data integrity.