Vice President of Product Marketing, Flywire
$230-240k
Offers bonus
Global payments processing
Be an early applicant
Global payments processing
1001+ employees
Be an early applicant
$230-240k
Offers bonus
1001+ employees
Company mission
To improve the payment experience for everyone.
Role
Who you are
- 12+ years of experience in product marketing leadership or related GTM leadership roles within B2B SaaS, fintech, or payments-driven platforms
- Proven success building and scaling global, multi-product product marketing teams
- Demonstrated impact on revenue through positioning, launches, and enablement
- Deep partnership experience with Product and Sales leadership
- Comfort operating in complex, multi-vertical environments
- Strategic thinker who anticipates market shifts and competitive dynamics
- Commercial mindset with a clear understanding of how positioning drives revenue outcomes
- Executive presence with the ability to influence senior leaders and shape decisions
- Deep belief that AI will fundamentally reshape how product marketing operates
- Proven ability to incorporate AI into workflows to increase speed, quality, and scale
- Track record of evolving teams, processes, and output through new technologies
- Builder who creates frameworks, processes, and teams that scale
- Operator who balances strategy with execution and drives results
- Strong storyteller who makes complex products simple and compelling
- Data-informed but not paralyzed by analysis
- Collaborative, but willing to take a clear point of view
- High standards for quality with urgency and bias for action
- Coach and multiplier, not a bottleneck
- Humble enough to listen, confident enough to lead
What the job involves
- Flywire is building a multi-product, global software and payments platform across education, healthcare, travel, and B2B
- As our portfolio grows, product marketing becomes a critical lever for clarity, focus, and execution across our go-to-market motion
- We’re hiring a Vice President of Product Marketing to own how our products, partnerships and offerings are positioned, brought to market, and adopted commercially
- This role ensures our product strategy translates into clear customer value, strong GTM execution for Sales, and consistent revenue outcomes across verticals and regions
- This is a senior leadership role within the Commercial organization, with direct influence on growth, product success, and Flywire’s long-term platform strategy
- This role sits at the intersection of Product and Go-to-Market, ensuring we are not only building the right products, but translating them into clear value, effective sales motions, and measurable business outcomes
- You will have a seat at the executive table where product direction, commercial strategy, and revenue growth are shaped
- Define how Flywire’s products and platform win in the market, including positioning that drives preference, messaging that resonates across verticals, and narratives that support premium value
- Translate complex platform capabilities into clear, compelling customer outcomes that differentiate Flywire from point solutions and legacy providers
- Build and own the story that moves Flywire from a payments provider to a mission-critical software platform
- Ensure all positioning and messaging is grounded in deep customer understanding and validated market insight
- Own the impact of product marketing on revenue outcomes, including win rates, deal velocity, ACV, and expansion
- Act as a driver of commercial performance by ensuring product positioning and value articulation directly support revenue growth
- Partner closely with Pricing and Commercial teams to ensure packaging and positioning align to value and support effective monetization
- Ensure Sales and Relationship Management teams can clearly articulate ROI and business value for every product in every vertical
- Own Flywire’s product & partner launches engine end to end, from GTM strategy and readiness to market execution and adoption measurement
- Build repeatable frameworks that make launches predictable, scalable, and effective across products and regions
- Create tight feedback loops between market performance and product strategy to inform roadmap prioritization and investment decisions
- Ensure launches drive measurable adoption and revenue, not just awareness
- Own Flywire’s understanding of customer needs, buying behavior, and value perception across products and verticals
- Build and scale a structured voice-of-customer program, including win/loss analysis, customer interviews, and field feedback loops
- Synthesize insights from Sales, Relationship Management, and customers into clear, actionable recommendations
- Act as the company’s point of view on market trends, competitive dynamics, and emerging opportunities
- Ensure customer and market insight directly informs product strategy, positioning, and go-to-market decisions
- Serve as Product’s voice in commercial conversations and Sales’ voice in product conversations, translating between technical capabilities and market needs
- Drive alignment across Product, Sales, Marketing, Pricing, and RevOps on what we’re bringing to market, how to position it, and how to win
- Bring a strong, evidence-based point of view to decisions grounded in customer insight, market data, and competitive intelligence
- Define how AI is embedded into Flywire’s product marketing and go-to-market workflows
- Drive step-change improvements in speed, quality, and scale through AI-enabled processes
- Leverage AI to enhance messaging, content creation, segmentation, and personalization
- Partner with Product and Engineering to ensure Flywire’s AI capabilities are clearly translated into differentiated customer value
- Establish product marketing as a leader in modern, AI-enabled commercial execution across the company
- Build and scale a world-class global product marketing organization with clear ownership across products, platforms, verticals, and regions
- Design a team structure that balances global consistency with vertical and regional nuance
- Develop leaders who operate independently, think strategically, and deliver results
- Establish operating discipline, including priorities, accountability, and metrics, so product marketing functions as a growth engine rather than a service layer
- What Success Looks Like:
- Measurable improvements in sales effectiveness, including win rates, deal size, and sales cycle
- Product launches that drive real adoption and revenue
- A high-performing product marketing team with clear ownership and operating rhythm
- Consistent voice-of-customer insight informing product and go-to-market decisions
- Product marketing recognized internally as a strategic driver of growth
- Clear linkage between product marketing decisions and revenue outcomes
- Flywire recognized as a category leader driven by product clarity and market differentiation
Application process
- Submit today and get started!
- We are excited to get to know you! Throughout our process you can expect to meet different FlyMates including the Hiring Manager and other Flymates. Your Talent Acquisition Partner will walk you through the steps and be your “go-to” person for 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 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 HQ
Downtown Crossing, Boston, MA
Leadership
Mike Massaro
(CEO)Mike joined Flywire as a VP of Business Development in 2012 before becoming CEO in 2013. Prior to this, he spent 6 years at Carrier IQ as a VP of Strategic Accounts & Corporate Development and Advisor.
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