Vice President of Product Management, Flywire
Payment Platform
+ Restricted Stock Units
Global payments processing
Open for applications
Global payments processing
1001+ employees
Open for applications
+ Restricted Stock Units
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 payments industry experience – you’ve led payment method or platform teams at financial technology or financial services companies with a focus on customer experience and scaling payment platforms
- 10+ years of product leadership experience
- Hands-on leader – you can inspire and lead high-performing teams while also rolling up your sleeves to dive into details when needed. You’re not just a strategist—you thrive on execution and making an impact
- You understand payment acceptance, disbursements, FX, treasury, and payment APIs
- Track record of building and integrating complex platforms – You’ve led teams that built APIs, modular payment services, or scalable money movement infrastructure
- Customer-obsessed & data-driven – you excel at using data, experimentation, and insights to drive payment performance and user experience
- Strong technical acumen – while not an engineer, you’re fluent in payments architecture, API design, and payment system resiliency
- Strategic & execution-oriented – you can define a vision, align stakeholders, and execute ruthlessly
- Stakeholder management – you have proven experience of effectively managing senior internal and external stakeholders
- Global mindset – experience working with international teams and solving cross-border payments challenges
What the job involves
- We are seeking an exceptional VP of Product Management to lead our Payment Platform team
- This role is an opportunity to shape Flywire’s Payment Platform into a best-in-class offering, enabling global scale, enhancing automation, and driving revenue through innovation
- This role will report into the Chief Payments Officer. This payments executive will own the strategy and execution across critical domains:
- Payment Gateway – Enabling global payment acceptance and disbursement, supporting a variety of payment methods across regions
- Transaction Services – Managing the end-to-end money movement across Flywire, including FX currency conversion for cross-border transactions
- Payment Services – Developing pricing, hedging, and risk management services to optimize cost efficiency and payment performance
- Checkout Experience – Designing a seamless, high-converting payment experience across payment methods globally. This includes complex bank transfers, cards, and alternate payment methods
- Payment API – Building the abstraction layer for all payment flows (acceptance, payouts, etc.) to power both internal applications and external partners/clients
- Define & execute the Payment Platform strategy – Aligning product vision with business growth, scaling for global expansion, and improving monetization
- Lead a global product team – Build and manage a team of product leaders, including those responsible for Payment Gateway, APIs, and Transaction Services.
- Drive platform scalability & resilience – Ensuring our payment infrastructure is reliable, flexible, and optimized for cost efficiency
- Partner across engineering, finance, compliance, partnerships, and GTM teams – Working cross-functionally to develop innovative, enterprise-grade payment solutions
- Shape and influence Flywire’s external payment strategy – Partner with network strategy and partnerships team to build and maintain connections with payment providers, banks, and technology partners
- Optimize conversion & customer experience – Enhancing the checkout flow to drive higher success rates and better payment experiences
- Mentor and scale a world-class team – Recruiting, developing, and growing product leaders within the Payments organization
Application process
- 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, senior stakeholders that you will partner with, and a skills assessment
- Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for any questions
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
Boston, MA
Leadership
Mike Massaro
(CEO, not founder)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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