Benefits Analyst

Cars Commerce

. Administer U.S. and Canadian medical, dental, vision, life, disability, FSA/HSA, commuter, COBRA, and 401(k) benefits programs . Manage enrollments, qualifying life events, terminations, eligibility, deductions, vendor

Posted 10/22/2026full-timeRemote • Illinois • United StatesMid-LevelSenior💰 $64,600 - $79,150 per yearWebsite

Core Competencies

Role fit

Core Competencies

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

Demonstrates expertise in administering U.S. and Canadian employee benefits programs, including compliance with FMLA, ACA, and COBRA regulations. Proficient in benefits configuration within Workday and skilled in data analysis to support Total Rewards leadership.

Highest-signal resume keywords

Benefits AdministrationWorkday ConfigurationFMLA ComplianceData AnalysisVendor Management

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

Benefits AdministrationFMLA KnowledgeACA ComplianceCOBRA AdministrationData ReconciliationExcel ProficiencyGoogle Sheets SkillsWorkday Benefits ConfigurationLeave ManagementVendor Invoicing

Soft Skills

Attention to DetailClear CommunicationService MindsetSound JudgmentCuriosity

Tools & Technologies

WorkdayGoogle WorkspaceMicrosoft OfficeAI ToolsLeave Vendor Platforms

Certifications & Qualifications

PHRSHRM-CPCEBSCLMS

Industry Keywords

Employee BenefitsTotal RewardsLeave of Absence401(k) AdministrationHealth BenefitsCanadian BenefitsStatutory Leave LawsBenefits ConsultantsOpen EnrollmentPayroll Management

About the role

Key responsibilities & impact

Administer U.S. and Canadian medical, dental, vision, life, disability, FSA/HSA, commuter, COBRA, and 401(k) benefits programs
Manage enrollments, qualifying life events, terminations, eligibility, deductions, vendor billing, and invoices
Configure and maintain benefits setup in Workday and partner with HRIS on releases and testing
Lead the annual open enrollment cycle, including testing, employee support, and follow-up
Monitor ACA eligibility and support ACA compliance reporting and temporary-employee guidelines
Manage monthly LOA commission calculations with Payroll
Administer FMLA, parental, caregiver, medical, military, and state paid leave programs
Partner with HR Business Partners, Payroll, Legal, vendors, carriers, and benefits consultants
Manage recurring vendor invoicing, funding approvals, billing reconciliation, renewals, and contract timelines
Analyze benefits data and provide reports for Total Rewards leadership and Finance
Support 401(k) administration, annual audit, and investment committee
Maintain process documentation and protect confidential medical and personal information
Own and refresh benefits and leave intranet content
Build and maintain a benefits communications calendar
Draft, review, and schedule employee emails, FAQs, benefits guides, and webinars
Use AI tools and modern technologies to streamline workflows and improve operational efficiency

Requirements

What you’ll need

Bachelor's degree in Human Resources, Business, or a related field, or equivalent experience
3–6 years of experience administering employee benefits and/or leaves of absence
Working knowledge of FMLA, ACA, COBRA, ERISA basics, and state paid leave and paid sick requirements
Ability to monitor, interpret, and maintain compliance with evolving federal, state, and local statutory leave laws and sick leave mandates
Hands-on experience with an HRIS; benefits configuration experience in Workday strongly preferred
Strong analytical skills and advanced Excel or Google Sheets skills, including lookups, pivots, and data reconciliation
Excellent attention to detail and ability to manage recurring deadlines
Clear written and verbal communication, service mindset, and sound judgment handling confidential information
Ability to work with multiple vendors, Payroll, HRBPs, and Legal at once
Demonstrated curiosity and proficiency using AI tools such as Gemini, Claude, Copilot, or role-specific AI platforms
Forward-thinking mindset and eagerness to explore, evaluate, and adopt AI capabilities
Experience with U.S. and Canadian benefits, including group health, RRSP, or Canadian leave requirements preferred
Experience with leave vendor platforms and benefits consultants or brokers preferred
Experience supporting open enrollment preferred
Professional certification such as PHR, SHRM-CP, CEBS, or CLMS preferred
Proficiency with Workday (Benefits and Absence), Google Workspace, and Microsoft Office
Applicants for U.S.-based positions must be authorized to work in the United States; employment visa sponsorship is unavailable