Compliance Specialist, HR​/Recruitment

Benefits Compliance Specialist

Job Title: Benefits Compliance Specialist

Job Summary: The Benefits Compliance Specialist is responsible for managing and supporting health and welfare benefits compliance across federal and regulatory requirements. This role partners internally and with clients to ensure accurate reporting, documentation, and ongoing compliance related to ACA, ERISA, Medicare, and other benefits-related regulations. The ideal candidate has strong technical knowledge, attention to detail, and the ability to provide consultative guidance.

• Own and manage Medicare Part D creditable coverage analysis, evaluation, and required notices
• Provide Non-Discrimination Testing (NDT) support and coordination
• Assist with and provide guidance on ACA compliance and reporting (Forms 1094/1095)
• Support RxDC reporting requirements and submissions
• Prepare and distribute PCORI filings (Form 720)
• Prepare, review, and distribute Form 5500 filings
• Generate and maintain Wrap Documents and Plan Documents
• Update and distribute ACA and ERISA notices as regulations or plan changes require
• Serve as a compliance resource to internal teams and/or clients, answering questions and providing guidance
• Monitor regulatory changes impacting employee benefits and proactively communicate updates
• Coordinate with carriers, vendors, and internal stakeholders to ensure accurate and timely compliance deliverables
• Maintain organized compliance documentation and reporting records

• Bachelor’s degree in Business, Human Resources, Finance, or a related field (or equivalent experience)
• 3+ years of experience in employee benefits compliance, benefits administration, or a related role
• Strong working knowledge of ACA, ERISA, IRS, DOL, and CMS requirements
• Experience with 5500s, PCORI, RxDC, and Medicare Part D notices
• Prior experience in an insurance agency, brokerage, or benefits consulting environment preferred
• High attention to detail and ability to manage multiple deadlines
• Strong communication skills and comfort working with internal teams and/or clients

• Client-facing or consultative compliance experience
• Familiarity with benefits administration platforms or compliance vendors
• Experience supporting mid-to-large employer benefit plans

• Competitive salary based on experience (typically aligned with market ranges for benefits compliance professionals)
• Benefits package including health, retirement, and paid time off
• This would be a hybrid position in the Chicago office. 1-2x days in office per week.

• Mid-Senior level

• Full-time

• Sales, Business Development, and Finance

• Banking, Financial Services, and Insurance

Location: Chicago, IL (Hybrid, 1-2 days per week in office)