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. We've 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 5,100 clients across the global education, healthcare, travel & B2B industries, with diverse payment methods across 240 countries & territories and more than 140 currencies.
With over 1,400+ global FlyMates, representing more than 40 nationalities, and in 15 offices world-wide, we're looking for FlyMates to join the next stage of our journey as we continue to grow.
Why this role matters
As Flywire scales a multi-product software platform across verticals, regions, and buyer types, software pricing and contracting become some of the most powerful levers for growth, consistency, and long-term value creation.
The Director of Pricing & Commercial Growth drives Flywire's software pricing strategy and commercial frameworks across verticals. This role ensures we win deals while capturing the full value of what we deliver, balancing growth acceleration with margin discipline and scalability.
This is a senior commercial leadership role. It helps to set direction, defines guardrails, and shapes how value is captured across the business.
What this role exists to do
Own Flywire's global software pricing, packaging, and contracting strategy, translating product value and market insight into scalable commercial models.
Partner closely with Corporate Strategy/BizOps and transactional/payex pricing teams to ensure a cohesive, value-driven monetization approach across software and payments.
Key Responsibilities
Pricing & Packaging Strategy
•Own Flywire's software pricing and packaging strategy across products, verticals, and customer segments
•Design value-based pricing models, bundles, and offers aligned to customer outcomes and willingness to pay
•Define pricing frameworks including list prices, floors, guardrails, and discount thresholds by product and segment
•Partner with Strategy/BizOps, Product and Product Marketing, Sales to align pricing with roadmap decisions, positioning, and launches
•Lead pricing strategy for new software products, expansions, and major commercial initiatives
Contracting & Deal Structure
•Own commercial deal structures and contracting strategy in close partnership with Legal
•Develop standard contract templates and commercial terms that cover the majority of deals and accelerate deal velocity
•Establish deal governance that balances Sales flexibility with margin protection and long-term portfolio value
•Provide oversight on complex, high-value, or non-standard enterprise deals
Value Growth & Governance
•Drive ACV/average deal size growth, price realization, and margin uplift through disciplined pricing execution
•Establish discount discipline and approval frameworks that scale
•Define and monitor pricing KPIs including ACV, margin, price realization, deal velocity, and exception rates
•Use win/loss and deal data to continuously refine pricing and packaging strategies
Customer, Market & Data Insight
•Lead pricing-specific customer and market research, including quantitative pricing studies when appropriate
•Analyze usage, deal, and market data to identify pricing opportunities, risks, and tradeoffs
•Translate insight into clear recommendations and decision points for executive leadership
Cross-Functional Leadership
•Partner with Sales, Revenue Operations, Finance, Product, and Product Marketing to operationalize pricing strategy
•Present pricing recommendations, scenarios, and tradeoffs to senior leadership and the executive team
•Partner closely with FP&A & Corporate Strategy/BizOps to align pricing with long-term growth and portfolio strategy
•Work in tight collaboration with transactional/payment pricing teams to align software pricing with payment economics
•This role defines the strategy, frameworks, and guardrails that others execute within
What this role does not own or do
•Marketing messaging or campaign execution
•Product roadmap ownership
•Product strategy or bizops/corporate strategy
•Make pricing decisions in a silo - this is a collaborative process involving CCO, field (GMs, verticals) COO, transactional pricing, Finance
How success is measured
•Sustained deal size/ACV growth and margin improvement across software products
•Consistent pricing execution with reduced deal exceptions
•Improved deal velocity through standardized contracting
•Adoption of pricing frameworks by Sales and GTM teams
•Executive confidence in pricing decisions and governance
Who you'll work closely with
Exec team, Vertical GMs, Corporate Strategy/BizOps, Product Management, Product Marketing, Sales and RM leadership, Revenue Operations, Finance, Legal, Transactional Pricing teams
Here's what we're looking for
•12+ years of experience in pricing, monetization, GTM strategy, corporate strategy, within a B2B SaaS or platform company
•Proven ownership of pricing and packaging for multi-product, software organizations
•Strong understanding of value-based pricing, tiered and usage-based models, and complex deal structures
•Experience building scalable pricing frameworks, governance, and contracting models
•Strong analytical capability paired with sound commercial judgment
•Ability to influence senior leaders and drive alignment across functions
•Clear, confident communicator who can navigate complexity without over-engineering
What We Offer
•Competitive compensation
•Employee Stock Purchase Plan (ESPP)
•Competitive time off
•Work with brilliant people globally
•Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates
•Be a meaningful part in our success - every FlyMate makes an impact
•Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers, OneFlywire Career Mobility)
Throughout the 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.
The base salary for this position is $146,061-$208,659. Our salary ranges are determined by role, position level, and location. The range displayed 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.
