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Retirement Plan Analyst

Job in Madison, Dane County, Wisconsin, 53774, USA
Listing for: Sentry Insurance
Full Time position
Listed on 2026-08-27
Job specializations:
  • Finance & Banking
    Financial Compliance, Financial Analyst, Financial Advisor / Consultant, Regulatory Compliance Specialist
Salary/Wage Range or Industry Benchmark: 83000 - 108000 USD Yearly USD 83000.00 108000.00 YEAR
Job Description & How to Apply Below

Sentry Insurance is seeking a Retirement Plan Analyst to support our commercial clients' 401(k) and other qualified plans. In this role, you will analyze plan design, performance, fees, and participation data, preparing detailed reports and compliance testing under ERISA and IRS regulations. You'll partner with internal teams, advisors, and recordkeepers to resolve issues, support annual administration, and implement regulatory changes. You'll thrive in Sentry's collaborative, integrity-driven culture with strong development, stability, and benefits while helping improve retirement outcomes nationwide.

Responsibilities

  • Analyze qualified retirement plan design, performance, and fees for employer clients.
  • Prepare reports, testing, and compliance documentation under ERISA and IRS rules.
  • Support annual plan administration, including contributions, eligibility, and nondiscrimination testing.
  • Monitor regulatory changes and assist in implementing compliant plan updates.
  • Collaborate with internal teams, advisors, and vendors to resolve plan issues.
  • Provide data-driven insights to improve participant outcomes and plan effectiveness.
  • Maintain accurate records, data integrity, and audit-ready documentation.
  • Support special projects, conversions, and new retirement plan implementations.

Required Skills

  • Retirement plan analysis
    401(k) and pension plan administration
  • ERISA and DOL compliance
  • Financial modeling
  • Data analysis and reporting
  • Excel and retirement platforms
  • Vendor and recordkeeper management
  • Risk assessment
  • Regulatory research
  • Stakeholder communication
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