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Flywire is seeking a Global Benefits Specialist to establish and maintain benefits and leave programs across 15+ countries. This newly created role sits at the intersection of People, Payroll, Finance, and Legal operations, serving as a critical operational hub for the company's global workforce.
You will own daily benefits operations including enrollments, life events, and open enrollment cycles. You'll act as the primary escalation point for complex benefits and leave inquiries from employees worldwide, ensuring timely resolution and clear communication. Vendor relationship management is central to the role—you'll coordinate daily vendor operations, manage eligibility files, oversee renewals, and support leave-of-absence logistics and return-to-work execution.
Process improvement and compliance are key responsibilities. You'll perform benefit audits, reconciliations, and system testing to ensure accuracy and regulatory adherence. You'll document processes, create self-service guides to reduce support burden, and drive continuous optimization of benefits administration workflows.
You'll also support the rollout and ongoing administration of Flywire's global recognition program, contributing to Total Rewards and Recognition strategy.
Flywire is a global payments enablement and software company serving 5,300+ clients across education, healthcare, travel, and B2B industries. The company operates in 15 offices worldwide with 1,400+ employees representing 40+ nationalities.
REQUIREMENTS:
- 2–4 years of experience in benefits administration, HR operations, or Total Rewards
- Advanced proficiency in Excel / Google Sheets for audits and reporting
- HRIS experience (e.g., Workday) is a strong plus
- Strong organizational skills and process documentation capability
- Fluency in English required
- Multi-country benefits experience is highly preferred
