Global Benefits Specialist

Are you ready to trade your job for a journey? Become a FlyMate! Passion, excitement & global collaboration are all core to what it means to be a FlyMate. At Flywire, we’re on a mission to deliver the world’s most important and complex payments. We use our Flywire Advantage - the combination of our next-gen payments platform, proprietary payment network and vertical specific software, to help our clients get paid, and help their customers pay with ease - no matter where they are in the world. What more do we need to truly be unstoppable? Perhaps, that is you! Who we are: Flywire is a global payments enablement and software company, founded more than a decade ago to solve high-stakes, high-value payments. We’ve scaled into new regions and industry verticals and expanded our product offerings to deliver meaningful value to our clients around the world. Today we support more than 5,300 clients across the global education, healthcare, travel & B2B industries, with diverse payment methods across 240 countries & territories and more than 140 currencies. With over 1,400+ global FlyMates, representing more than 40 nationalities, and in 15 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow. The Opportunity This newly created role keeps Flywire’s global benefits and leave programs running smoothly across 15+ countries. Working closely with People, Payroll, Finance, and Legal teams, you will optimize processes, manage vendor relationships, serve as a main escalation point for employees, and support our Total Rewards and Recognition strategy. Key Responsibilities Operations & Escalations: Support daily benefits operations (enrollments, life events, open enrollment) and act as the first point of escalation for complex benefits and leave inquiries. Vendor & Leave Management: Coordinate daily vendor operations, eligibility files, and renewals. Support leave-of-absence logistics and return-to-work execution. Process Improvement & Compliance: Perform benefit audits, reconciliations, and system testing. Document processes and create self-service guides for employees. Recognition Strategy: Support the rollout and ongoing administration of Flywire’s global recognition program. Experience: 2–4 years in benefits administration, HR operations, or Total Rewards. Technical Skills: Advanced proficiency in Excel / Google Sheets (audits & reporting). HRIS experience (e.g., Workday) is a strong plus. Competencies: Strong organizational skills, process documentation capability, and fluency in English. Multi-country benefits experience is highly preferred. What We Offer: Competitive compensation Employee Stock Purchase Plan (ESPP) Competitive time off, including Digital Disconnect and FlyBetter Days to volunteer in a cause you believe in. Flying Start - Our immersive Global Induction Program (Meet our Execs & Global Teams) Work with brilliant people globally Learn more about their journeys by checking out #InsideFlywire on social media Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates Be a meaningful part in our success - every FlyMate makes an impact Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers, OneFlywire Career Mobility) Submit today and get started! We are excited to get to know you! Throughout our process you can expect to meet with different FlyMates including the Hiring Manager, Peers on the team, the VP of the department, and a skills assessment. Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for any questions.