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Salary: USD 80,000 - 90,000 / annual
Via Transportation is transforming public transportation systems through smart, data-driven technology. As Senior Benefits Analyst, you will own the end-to-end benefits experience for employees across Via's US and global operations, serving as a subject matter expert and trusted resource for the People Operations team.
Key responsibilities include:
- Managing the complete employee benefits lifecycle: new hire enrollments, offboarding, COBRA administration, life event changes, and qualifying status updates
- Serving as the primary support resource for employee benefit inquiries and creating clear, engaging communications including benefit booklets, policy guides, and education sessions
- Leading monthly carrier billing reconciliation and audits across all plans, partnering with payroll and finance to ensure accuracy
- Ensuring compliance with federal, state, and local regulations (ERISA, ACA, HIPAA, COBRA, FMLA, SF HCSO) including non-discrimination testing and ACA reporting
- Maintaining plan documents (SPDs, SBCs, plan summaries) and managing the full project execution of annual Open Enrollment
- Administering leave of absence workflows (FMLA, state paid family leave, STD/LTD, parental leave, ADA accommodations)
- Managing benefit administration workflows and data integrity in Workday, including carrier EDI feed audits
- Acting as point of contact for benefits brokers, carriers, 401(k) recordkeepers, and wellness vendors
- Analyzing program utilization, claims trends, and employee feedback to drive continuous plan optimization and cost-containment initiatives
This is a hands-on role in a one-team culture where you'll roll up your sleeves across multiple areas of benefits administration.
Requirements:
- 4-6+ years of dedicated experience in US benefits administration (preferably with self-insured plans), plan design, and leave management in a fast-paced environment
- Deep, practical knowledge of employment and benefit laws (ERISA, ACA, HIPAA, FMLA, COBRA, FLSA) and experience executing non-discrimination testing
- Experience working with unionized employee populations and understanding of collective bargaining agreements
- Highly organized with exceptional financial and auditing skills; meticulous when reconciling monthly carrier bills, payroll deductions, and employee census data
- Proven proficiency with enterprise HRIS platforms (Workday Benefits Administration and carrier EDI feeds strongly preferred)
- Ability to break down complex medical, financial, and regulatory concepts into clear, supportive communications for employees
- Comfortable with ambiguity, flexible in adapting to changing needs, and proactive in driving process improvements
- High integrity, discretion, and sound judgment when handling confidential material including medical records and compliance audits
