VP, Product Payments Experience & Customer Loyalty

Flywire; Boston, Northern (MA, KY); Hybrid; USD 250,000 - 300,000; Full time

Benefits offered by this job

Restricted Stock Units

Employee Stock Purchase Plan (ESPP)

Flying Start induction program

Wellbeing and fitness programs

Volunteer days

Job summary

Flywire seeks a Vice President, Product Payments Experience & Customer Loyalty to define and lead the payer experience across a global payments platform. You will own every customer-facing payment experience, from checkout to confirmation, and shape long-term loyalty strategies across regions.

You will build a high-performing global Product Management organization, drive modernization, and partner with Engineering, Analytics, and Commercial teams to maximize conversion and satisfaction.

Qualifications

• 15+ years of Product Management experience with at least 5 years leading organizations at VP level or equivalent.
• Extensive experience owning global consumer payment products or fintech platforms serving millions of users.
• Proven success improving payment conversion, customer engagement, and user experience across complex international payment ecosystems.
• Demonstrated experience building customer loyalty, retention, or recurring engagement programs within payments or financial technology.
• Strong product strategy background with experience modernizing large-scale platforms and consolidating legacy products.
• Deep understanding of UX, product design, localization, accessibility, and customer-centric product development.
• Experience partnering with engineering to deliver scalable payment platforms.
• Knowledge of regulated payment markets including India, China, or similar international markets.
• Executive presence with ability to influence senior leadership and Board-level stakeholders.
• Strong analytical mindset with experience leveraging experimentation, product analytics, customer insights, and AI-enabled development.

Responsibilities

• Define the vision and strategy for every payer-facing payment experience across Flywire.
• Own Hosted Payment Pages, Checkout, payment flows, translations, notifications, email communications, and overall UX.
• Establish global quality standards and ensure consistent experiences across products and regions.
• Improve payment completion, conversion, and customer satisfaction through continuous optimization.
• Lead localization strategies across highly regulated global markets including India and China.
• Build Flywire's first global payer loyalty strategy and measure its impact.
• Develop loyalty metrics including repeat usage, retention, re-engagement, and lifetime value.
• Partner with Payments Monetization to balance customer experience with business outcomes.
• Lead consolidation of fragmented payer experiences into a unified global platform.
• Drive AI-first product development and rapid iteration across the lifecycle.
• Champion the Voice of the Customer and translate insights into investments.
• Grow a high-performing, globally distributed Product Management organization.

Skills

Product Management

Leadership

Global payments

UX

Localization

AI-enabled product development

Executive presence

Tools

Figma

Payment APIs

Cloud-native SaaS

Job description

VP, Product Payments Experience & Customer Loyalty

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 a decade ago to solve high-stakes, high-value payments in education, using modern technology.

Today, we’ve digitized payments for more than 3,300+ global clients across education, healthcare, travel & B2B, covering more than 240 countries and territories and supporting over 140 currencies. And, we’re just getting started!

With over 1000+ global FlyMates, representing more than 40 nationalities, and in 14 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

The Opportunity

At Flywire, we're seeking a Vice President, Product Payments Experience & Customer Loyalty to define and lead the end-to-end payer experience across our global payments platform.

Reporting directly to the Chief Payments Officer, this executive leader will own every customer-facing payment experience, from checkout through payment confirmation, while building Flywire's long-term payer loyalty strategy. This role is responsible for increasing payment conversion, improving customer satisfaction, reducing friction, and creating experiences that encourage millions of global payers to choose Flywire again and again.

This is an exceptional opportunity for an experienced product executive who combines deep payments expertise with world-class consumer product leadership and has a passion for building elegant, scalable, AI-enabled payment experiences.

What You'll Do
Own the Global Payer Experience

• Define the vision and strategy for every payer-facing payment experience across Flywire.
• Own Hosted Payment Pages, Checkout, payment flows, translations, notifications, email communications, and overall UX.
• Establish global quality standards and ensure consistent experiences across all products and regions.
• Improve payment completion, conversion, and customer satisfaction through continuous optimization.
• Lead localization strategies across highly regulated global markets including India, China, and other complex regions.

Lead Customer Loyalty & Retention

• Build Flywire's first global payer loyalty strategy.
• Increase repeat payment behavior through frictionless returning payer experiences.
• Develop loyalty metrics including repeat usage, retention, re-engagement, and lifetime value.
• Partner with Payments Monetization to balance customer experience with sustainable business outcomes.
• Evaluate innovative loyalty initiatives, referrals, personalized experiences, and value-added payment services.

Drive Product Modernization

• Lead consolidation of fragmented payer experiences into a unified global platform.
• Define long-term experience architecture alongside Platform Engineering.
• Prioritize modernization initiatives that improve scalability, maintainability, and user experience.
• Simplify customer journeys while reducing operational complexity.

Champion the Voice of the Customer

• Serve as Flywire's executive advocate for the payer.
• Translate customer feedback, behavioral insights, and market trends into product investments.
• Partner with Payments Performance & Insights to identify friction and optimization opportunities.
• Influence strategic decisions across Product, Platform Engineering, Network, Operations, and Commercial teams.

Build High-Performing Teams

• Lead and develop a global Product Management organization.
• Foster a culture of experimentation, rapid learning, and data-driven decision making.
• Partner closely with Engineering, Design, Analytics, Payments Network, Operations, and Commercial leaders.
• Drive AI-first product development practices, leveraging AI-assisted product discovery, personalization, and rapid iteration throughout the product lifecycle.
  

Here’s What We’re Looking For

• 15+ years of Product Management experience with at least 5 years leading organizations at the Vice President level or equivalent.
• Extensive experience owning global consumer payment products or fintech platforms serving millions of users.
• Proven success improving payment conversion, customer engagement, and user experience across complex international payment ecosystems.
• Demonstrated experience building customer loyalty, retention, or recurring engagement programs within payments or financial technology.
• Strong product strategy background with experience modernizing large-scale platforms and consolidating legacy products.
• Deep understanding of UX, product design, localization, accessibility, and customer-centric product development.
• Experience partnering with engineering organizations to deliver highly scalable payment platforms.
• Knowledge of regulated payment markets including India, China, or similar international markets.
• Executive presence with the ability to influence senior leadership, executive committees, and Board-level stakeholders.
• Strong analytical mindset with experience leveraging experimentation, product analytics, customer insights, and AI-enabled product development.
• Passion for building inclusive, high-performing teams and developing future product leaders.

Technologies We Use (Preferred Experience)

• AI-powered Product Development & Personalization
• Figma
• Global Payments Platforms
• Payment APIs
• Cloud-native SaaS Platforms
• Data & Customer Insights Platforms
  
• Competitive compensation including Restricted Stock Units
• Employee Stock Purchase Plan (ESPP)
• Flying Start, our immersive global induction programme
• Work alongside brilliant people, see more via #InsideFlywire on social media
• A dynamic global team collaborating virtually for years
• Wellbeing programmes including mental health, wellness and yoga, pilates and HIIT classes with global FlyMates
• The chance to be a meaningful part of our success, since every FlyMate makes an impact
• Competitive time off including FlyBetter Days to volunteer for a cause you believe in and Digital Disconnect Days

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.

Flywire is an equal opportunity employer. With over 30 nationalities across 12 different offices, and diversity and inclusion at the core of our people agenda, we believe our FlyMates are our greatest asset, and we’re excited to watch our unique culture evolve with each new hire.

The US base salary range for this full-time position is $250,000 - $300,000, plus bonus and benefits. Our salary ranges are determined by role, position level, and location. The range displayed on this job posting reflects the minimum and maximum target for new hire salaries for the position across all US locations. Within the range, individual pay is determined by work location and several other factors, including job-related skills, experience, relevant education and training.