CDW

Senior Benefits Specialist

CDW
Posted 10/21/2026full-timeIllinois • United StatesSenior💰 $91,000 - $110,000 per yearWebsite
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Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in designing and implementing health and welfare benefit programs while ensuring compliance with regulatory requirements such as ERISA, ACA, and HIPAA. Proficient in analyzing benefits data for strategic decision-making and maintaining strong vendor relationships.

Highest-signal resume keywords
Health Plan Benefit DesignCompliance RequirementsData AnalysisVendor ManagementMicrosoft Office Proficiency

About the role

Key responsibilities & impact
  • Design health and welfare, retirement, and wellness programs aligned with organizational objectives and regulatory requirements
  • Partner with brokers, consultants, carriers, third-party administrators, vendors, payroll, HR, legal, and other stakeholders on renewals, enrollment, and administration
  • Support implementation of new benefit programs, plan enhancements, system integrations, and process improvements
  • Analyze plan utilization, participation trends, program effectiveness, and costs
  • Develop and maintain benefit policies, procedures, and governance frameworks
  • Build and maintain vendor, carrier, broker, and consultant relationships
  • Participate in vendor evaluations, RFPs, contract reviews, and implementation activities
  • Monitor vendor performance, service levels, and operational effectiveness
  • Coordinate resolution of participant issues and escalated benefit matters
  • Support benefit audits, vendor performance reviews, compliance activities, annual testing, and reporting
  • Serve as an escalation point for complex benefit inquiries, claims issues, enrollment concerns, and vendor matters
  • Support benefit communications and educational initiatives
  • Ensure compliance with federal, state, and local regulations, including ERISA, COBRA, HIPAA, and ACA
  • Maintain plan documentation such as SPDs, plan notices, participant disclosures, and regulatory filings
  • Collect, analyze, and interpret benefits data for decision-making and strategic planning
  • Monitor marketplace trends, benefit practices, and legislative developments
  • Prepare reports, presentations, and business cases for leadership
  • Support annual budgeting, forecasting, enrollment reporting, and benefits analytics

Requirements

What you’ll need
  • Bachelor’s degree in business, mathematics, finance, health administration, human resources, or related field and 5+ years of employer benefits experience in plan design and financial analysis OR 9+ years of employer benefits experience in plan design and financial analysis
  • Strong knowledge of health plan benefit design, plan service/administration procedures, health plan underwriting/actuarial principles/funding, and compliance requirements including ERISA, ACA, COBRA, HIPAA, IRS Section 125, and MHPAEA
  • Excellent verbal and written communication skills
  • Ability to balance competing priorities, adapt to changing business needs, and meet deadlines
  • Ability to gather and analyze data, reason logically and creatively, draw conclusions, and make recommendations
  • Ability to adapt to change
  • History of working independently with little direction
  • Strong creative problem-solving skills and resourcefulness
  • Strong organizational skills
  • Proficient in Microsoft Office including Copilot
  • Workday experience is a plus

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Plan DesignFinancial AnalysisBenefits AnalyticsProgram Effectiveness AnalysisRegulatory ComplianceBenefit Policy DevelopmentEnrollment ReportingBudgetingForecastingHealth Plan Underwriting
Soft Skills
Excellent Communication SkillsCreative Problem-SolvingOrganizational SkillsAdaptabilityIndependence
Tools & Technologies
Microsoft OfficeWorkday
Industry Keywords
ERISACOBRAHIPAAIRS Section 125MHPAEAHealth AdministrationBenefits AdministrationVendor EvaluationsRFPsCompliance Activities