Senior Benefits Analyst

Via•New York, NY

3d•$80,000 - $90,000

About The Position

Via is seeking a Senior Benefits Analyst to support the strategy, administration, and execution of its US and global health, welfare, retirement, and wellness programs. The role focuses on improving the employee benefits experience throughout the employee lifecycle, ensuring regulatory compliance, and scaling benefits offerings for a growing team. This is a hands-on position that works across benefits administration, open enrollment, leave requests, carrier billing, and employee communications. The analyst will collaborate with Via’s People Operations team, global payroll, and external partners, serving as a benefits subject matter expert and employee resource. The role also supports ongoing plan optimization and cost containment in partnership with the Director of People Operations.

Requirements

4–6+ years of dedicated experience in US benefits administration, plan design, and leave management in a fast-paced environment.
Practical knowledge of employment and benefits laws, including ERISA, ACA, HIPAA, FMLA, COBRA, and FLSA.
Experience executing non-discrimination testing.
Experience working with unionized employee populations and understanding collective bargaining agreements.
Strong organization, financial, and auditing skills, including careful reconciliation of carrier bills, payroll deductions, and employee census data.
Proficiency with enterprise HRIS platforms.
Ability to explain complex medical, financial, and regulatory concepts in clear, supportive employee communications.
Flexibility and comfort with ambiguity, changing needs, and driving process improvements alongside leadership.
High integrity, discretion, and sound judgment in handling confidential material, medical records, sensitive employee situations, and compliance audits.

Nice To Haves

Experience with self-insured plans.
Experience with Workday Benefits Administration and carrier EDI feeds.

Responsibilities

Manage the end-to-end employee benefits experience, including new hire enrollments, offboarding workflows, COBRA, life event changes, and qualifying status updates.
Respond to day-to-day employee benefits inquiries and create employee communications, benefit booklets, policy guides, and education sessions.
Lead monthly carrier billing reconciliation and audits across plans, coordinating with payroll and finance to ensure deduction and invoice accuracy.
Support compliance with federal, state, and local regulations, including required non-discrimination testing, ACA reporting, and annual notice distributions.
Maintain plan documents, including SPDs, SBCs, and plan summaries.
Lead annual Open Enrollment project management and execution, including HRIS setup, broker coordination, and employee Q&A sessions.
Assist with leave-of-absence workflows, including FMLA, state paid family leave, STD/LTD, parental leave, and ADA accommodations, coordinating with People and Payroll teams.
Manage benefits administration workflows and data integrity in Workday, and audit carrier integrations and EDI feeds.
Serve as a point of contact for benefits brokers, carriers, 401(k) recordkeepers, pension fund contacts, and wellness vendors, resolving claim escalations.
Analyze program utilization, claims trends, employee feedback, and market benchmarks to support continuous plan optimization and cost-containment initiatives.