Manager/Senior Manager of Global Benefits, Flywire
$115-170k
Offers RSUs + ESPP
Global payments processing
Be an early applicant
Global payments processing
1001+ employees
Be an early applicant
$115-170k
Offers RSUs + ESPP
1001+ employees
Company mission
To save international students and their families money that would otherwise be lost on bank fees and unfavorable foreign exchange rates.
Role
Who you are
- Proven global benefits expertise, ideally five to eight years, with demonstrated ownership of strategy, delivery, and analysis across multinational environments
- Experience building and executing multi year benefits roadmaps and defining a benefits philosophy that balances cost, competitiveness, employee experience, and long term value
- Strong broker and vendor leadership, with the ability to set strategy, influence decisions, manage renewals, and use performance data and regional cost levers to optimize spend
- Advanced analytical and financial skills, including comfort with Excel, data modeling, forecasting, plan performance evaluation, and benchmarking to guide improvements
- Operational excellence in scaling benefits delivery, including partnering with shared services, managing escalations, improving processes, and supporting HRIS design and configuration
- Exceptional communication and sound judgment, with the ability to translate complex benefit topics clearly, resolve issues quickly, and balance strategic priorities with hands on execution
What the job involves
- Flywire is seeking a Global Benefits Manager to lead the strategy, delivery, and evolution of our global benefits and wellbeing programs
- You will own our health, retirement, leave, and wellness offerings while ensuring they remain competitive, compliant, and aligned to a consistent global philosophy
- A central responsibility will be full ownership of the annual global benefits strategy cycle including planning, design, renewal, forecasting, and multi year roadmap creation
- You will also define and maintain a clear benefits philosophy that balances cost, competitiveness, value, and employee experience
- This includes directing brokers with confidence, shaping strategy independently, and using vendor data, performance trends, and market benchmarks to guide decision making
- An early focus will include transitioning benefits administration into our Global People Service Center (GPSC) by building workflows, documenting processes, and strengthening operational consistency
- You will serve as the primary escalation point for complex issues and partner closely with Total Rewards leadership, Finance, GPSC, and external vendors to ensure seamless delivery
- Own the full global benefits strategy cycle, including annual planning, design, budgeting, renewal, and creation of a multi year benefits roadmap grounded in strong rationale and aligned to cost, competitiveness, value, and employee experience
- Lead global benefits program delivery across health, retirement, wellbeing, and leave plans while directing brokers, optimizing vendor performance, managing renewals, and analyzing global cost levers to improve value and regional spend
- Build scalable operations by partnering with the GPSC to create workflows, document processes, and transition administrative responsibilities while serving as the escalation point for complex or sensitive issues
- Drive data informed strategy by analyzing vendor data, utilization trends, benchmarks, and plan performance to support financial modeling, forecasting, and strategic adjustments
- Ensure global compliance and accuracy by overseeing regulatory deliverables, eligibility audits, accuracy reviews, and HRIS configuration, including Workday benefits design and updates
- Elevate benefits communication and employee experience by designing clear and engaging materials, leading education campaigns, and partnering cross functionally to improve understanding and satisfaction across regions
Our take
Flywire is a digital platform that simplifies the paying experience for international transactions. Flywire leverages its vertical-specific software and payments technology to deeply embed within client's existing accounts-receivable workflows.
Flywire was first set up to help international students pay their tuition for American colleges, but has since grown into a global payments enablement and software company. It has processed billions of dollars in payments for clients across the world and recently secured approval for its major payment institution license, enabling it to operate domestic money transfer and cross-border money transfer services.
Flywire serves clients across education, healthcare, travel, and B2B, including several Ivy League schools, and top US hospital systems. The company appears to be focussed on growth, including by strategic acquisitions and entry into new markets, recently in the Asia Pacific and Australia, as well as further developing its channel partners ecosystem.
Steph
Company Specialist at Welcome to the Jungle
Insights
12% employee growth in 12 months
Company
Funding (last 2 of 8 rounds)
Mar 2021
$60m
SERIES F
Feb 2020
$120m
SERIES E
Total funding: $323.2m
Company benefits
- Competitive compensation, including Restricted Stock Units
- Employee Stock Purchase Plan (ESPP)
- Flying Start - Our immersive Global Induction Program (Meet our Execs & Global Teams)
- Work with brilliant people that will keep you on your toes, learn more about their journeys by checking out #InsideFlywire on social media
- Dynamic & Global Team (we have been collaborating virtually for years!)
- Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates
- Be a meaningful part in our success - every FlyMate makes an impact
- Competitive time off including FlyBetter Days to volunteer in a cause you believe in and Digital Disconnect Days!
- Work From Home Stipend
- Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)
Company HQ
Downtown Crossing, Boston, MA
Leadership
Mike Massaro
(CEO)Consultant at PwC. VP Strategic Accounts at Carrier IQ, before joining Flywire as VP Business Development in 2013. Became CEO upon departure of founder Iker Marcaide in 2013.
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