Jobs
The Opportunity:
We, at Flywire, are seeking a Senior Director, Payment Monetization to develop, implement, and optimize pricing strategies across Flywire’s global payments solutions. As Flywire continues to scale globally, we are at an inflection point in how we monetize our payments platform across regions, verticals and customer segments.
Key Responsibilities:
- Own Flywire’s payment’s monetization strategy across $37.5B in global payment volume
- Optimize existing pricing structure to drive group KPIs using competitor data, customer feedback and performing effective pricing tests
- Be the expert with respect to pricing and cost related matters for the entire organization
- Track competitive landscape globally and ensure Flywire’s offering continues to be attractive for customers from a pricing perspective
- Influence Sales, Product and Finance leadership to balance growth, competitiveness and the overall corporate objectives to drive alignment on pricing strategy and enterprise deal decisions
- Establish guardrails and approval frameworks for non-standard pricing deals
- Analyze transaction-level data and pricing performance metrics to identify opportunities for price optimization and margin improvements
- Monitor global regulatory and economic developments that may influence pricing decisions, ensuring compliance with regional and international requirements
- Deliver clear, data-backed pricing recommendations to senior leadership to support strategic decision-making
Here’s What We’re Looking For:
- A strategic thinker with strong analytical capabilities and a deep understanding of pricing models and financial analysis
- Bachelor’s degree in Business, Economics, Finance, Mathematics, or a related field; a Master’s degree is a plus
- 12-15 years of experience in pricing strategy, financial analysis, or revenue management—ideally in fintech, payments, SaaS, or financial services.
- Proficiency in data analysis and modeling, with hands-on experience using Excel, SQL, Python, or BI platforms (e.g., Tableau, Power BI).
- Ability to distill complex data into actionable insights and communicate them effectively to various stakeholders
- Solid grasp of market dynamics, competitive pricing frameworks, and revenue optimization techniques
- Excellent communication and presentation skills, with a proven ability to influence senior leaders and cross-functional teams
- Experience working in a global environment, with familiarity in multi-currency pricing structures and international payment regulations
Technologies We Use:
- Excel, SQL, Python, or BI platforms (e.g., Tableau, Power BI)
What We Offer:
- Competitive compensation
- 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 #Inside Flywire on social media
- Dynamic & Global Team (we have been collaborating virtually for years!)
- Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global Fly Mates
- Competitive time off including Fly Better Days to volunteer in your community and Digital Disconnect Days!
- Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)
Submit today and get started!
We are excited to get to know you! Throughout our process you can expect to meet different Fly Mates 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.
Flywire is an equal opportunity employer. With over 40 nationalities across 12 different offices, and diversity and inclusion at the core of our people agenda, we believe our Fly Mates 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 $195,000-245,000 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.
Are you ready to trade your job for a journey? Become a Fly Mate!
Passion, excitement & global collaboration are all core to what it means to be a Fly Mate. 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 in higher education. We’ve since 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 4,800 clients across the global education, healthcare, travel & B2B industries, with diverse payment methods across 240 countries & territories and more than 140 currencies.
With over 1,200 global Fly Mates, representing more than 40 nationalities, and in 12 offices world-wide, we’re looking for Fly Mates to join the next stage of our journey as we continue to grow.
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About Flywire

Flywire
Series EFly wire, Fly-wire, Flywire or Fly Wire may refer to:Flywire (company), a former unicorn startup company Flywire (screen), a window screen of wire gaze Flywire (thread), a special thread construction used in sneaker manufacturing by Nike Flywire (equipment), wire that isn't visible to the audience...
501-1,000
Employees
Boston
Headquarters
$3.3B
Valuation
Reviews
4.4
4 reviews
Work-life balance
4.5
Compensation
3.5
Culture
5.0
Career
4.5
Management
5.0
95%
Recommend to a friend
Pros
Strong leadership and executive vision
Great company culture and supportive environment
Amazing people and team relationships
Cons
No specific concerns mentioned
All reviews uniformly positive
Limited constructive feedback available
Salary Ranges
38 data points
Mid/L4
Senior/L5
Director
Mid/L4 · Product Manager
5 reports
$190,419
total per year
Base
$146,476
Stock
-
Bonus
-
$169,000
$195,000
Interview experience
52 interviews
Difficulty
3.3
/ 5
Duration
14-28 weeks
Offer rate
40%
Experience
Positive 69%
Neutral 19%
Negative 12%
Interview process
1
Phone Screen
2
Technical Interview
3
Hiring Manager
4
Team Fit
Common questions
Technical skills
Past experience
Team collaboration
Problem solving
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