Benefits Analyst

atCars CommerceRemoteUS flagIllinoisFull-timeAnalystMid-levelSenior$64.6k – $79.2k/year

Posted Oct 22

This is a fully remote position, open to applicants in Illinois.

📋 Description

• Oversee U.S. and Canadian medical, dental, vision, life, disability, FSA/HSA, commuter, COBRA, and 401(k) benefits programs.

• Handle enrollments, qualifying life events, terminations, eligibility, deductions, vendor billing, and invoices.

• Set up and maintain benefits configurations in Workday while collaborating with HRIS on releases and testing.

• Lead the annual open enrollment process, which includes testing, employee support, and follow-up activities.

• Monitor ACA eligibility and assist with ACA compliance reporting and guidelines for temporary employees.

• Manage monthly LOA commission calculations in conjunction with Payroll.

• Administer FMLA, parental, caregiver, medical, military, and state paid leave programs.

• Collaborate with HR Business Partners, Payroll, Legal, vendors, carriers, and benefits consultants.

• Oversee recurring vendor invoicing, funding approvals, billing reconciliation, renewals, and contract timelines.

• Analyze benefits data and generate reports for Total Rewards leadership and Finance.

• Support 401(k) administration, annual audits, and the investment committee.

• Maintain process documentation and safeguard confidential medical and personal information.

• Manage and update benefits and leave intranet content.

• Create and maintain a benefits communications calendar.

• Draft, review, and schedule employee emails, FAQs, benefits guides, and webinars.

• Leverage AI tools and modern technologies to enhance workflows and operational efficiency.


⛳️ Requirements

• Bachelor’s degree in Human Resources, Business, or a related field, or equivalent experience.

• 3–6 years of experience in administering employee benefits and/or leaves of absence.

• Familiarity with FMLA, ACA, COBRA, ERISA basics, and state paid leave and sick leave requirements.

• Ability to monitor, interpret, and ensure compliance with evolving federal, state, and local statutory leave laws and sick leave mandates.

• Practical experience with an HRIS; benefits configuration experience in Workday is strongly preferred.

• Strong analytical abilities and advanced skills in Excel or Google Sheets, including lookups, pivots, and data reconciliation.

• Exceptional attention to detail and ability to meet recurring deadlines.

• Clear written and verbal communication skills, a service-oriented mindset, and sound judgment in handling confidential information.

• Ability to work concurrently with multiple vendors, Payroll, HR Business Partners, and Legal.

• Demonstrated curiosity and proficiency in utilizing AI tools such as Gemini, Claude, Copilot, or role-specific AI platforms.

• Forward-thinking attitude and willingness to explore, evaluate, and adopt AI capabilities.

• Experience with U.S. and Canadian benefits, including group health, RRSP, or Canadian leave requirements is preferred.

• Experience with leave vendor platforms and benefits consultants or brokers is preferred.

• Experience supporting open enrollment is preferred.

• Professional certifications such as PHR, SHRM-CP, CEBS, or CLMS are preferred.

• Proficiency in Workday (Benefits and Absence), Google Workspace, and Microsoft Office.

• Candidates for U.S.-based positions must be authorized to work in the United States; employment visa sponsorship is not available.


🏝️ Benefits

• Medical, Dental & Vision Healthcare Plans.

• New Hire Stipend for Home Office Set-Up.

• Generous PTO.

• Paid Holidays.

• Floating Holiday.

• Volunteer Day.

• Recharge Day.

• Bonus and/or equity programs may be available depending on level and role.

• Comprehensive benefits package for regular full-time positions.

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