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Benefits Manager

Via Transportation - New York, NY, United States - In-office - posted 2026-10-12

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Salary: USD 80,000 - 90,000 / annual

Via Transportation is seeking a Benefits Manager to support the strategy, administration, and execution of US and global health, welfare, retirement, and wellness programs. This is a hands-on role within a one-team culture where you'll be directly involved in all aspects of benefits delivery. Key Responsibilities: - Own the end-to-end benefits experience for employees, managing new hire enrollments, offboarding workflows, COBRA administration, life event changes, and qualifying status updates. - Serve as the primary support resource for day-to-day employee benefit inquiries and create clear, engaging employee communications including benefit booklets, policy guides, and education sessions. - Lead monthly carrier billing reconciliation and audits across all plans, partnering with payroll and finance to ensure deduction and invoice accuracy. - Support compliance with federal, state, and local regulations (ERISA, ACA, HIPAA, COBRA, FMLA, SF HCSO, etc.), managing non-discrimination testing, ACA reporting, and required annual notice distributions. - Maintain all plan documents (SPDs, SBC, plan summaries) and lead project management and execution of annual Open Enrollment, including HRIS system setup, broker liaison, and employee Q&A sessions. - Assist with administration of leave of absence workflows (FMLA, state paid family leave, STD/LTD, parental leave, ADA accommodations) in coordination with People and Payroll teams. - Manage benefit administration workflows and data integrity within Workday, auditing carrier integrations (EDI feeds). - Act as 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 benchmarking to partner with Director of People Operations on continuous plan optimization and cost-containment initiatives. 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; experience with Workday Benefits Administration and carrier EDI feeds is a strong plus. - 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 sensitive employee situations.

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