Flywire VP Revenue Operations 

United States, Massachusetts, Boston 

431805876

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 3,800+ 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 1,200+ global FlyMates, representing more than 40 nationalities, and in 12 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

Are you a visionary leader, passionate about revolutionizing global revenue operations in a dynamic environment? Flywire is seeking a strategic and hands-on senior leader to drive and orchestrate our entire revenue generation lifecycle, from initial awareness to sustained customer expansion and retention. This is not just a leadership role; it's an opportunity to help shape the future of a rapidly growing company.

Your Impact:

You will be the driving force behind our sales, marketing and customer success engine, leading a team responsible for mission-critical programs across:

• Marketing & Sales Operations : Streamlining processes, optimizing lead generation, and driving sales efficiency to achieve our pipeline, ARR, revenue growth and retention goals
• Proposals & Deal Management : Architecting compelling proposals and optimizing deal flow to accelerate revenue.
• Go-to-Market Readiness & Effectiveness : Equipping our teams with the tools, training, and insights they need to succeed
• Sales Commission & Incentive Strategies : Designing and implementing performance-driven incentive programs
• Go-to-Market Technology : Partnering with our Systems team, you’ll own our tech stack vision and roadmap (Gong, Marketo, etc.), ensuring seamless integration into our CRM, and driving innovation

You'll be a key strategic partner, collaborating directly with Sales, Customer Success, Marketing, Business Operations, and Finance to define strategy, implement performance metrics, and drive alignment across all revenue-generating functions.

Why Flywire?

• Strategic Influence : You'll play a pivotal role in shaping Flywire's global growth strategy.
• Transformative Leadership : You'll lead a high-performing team and drive significant operational improvements.
• Innovation & Impact : You'll have the opportunity to build and implement cutting-edge RevOps solutions.
• Global Reach : You'll impact revenue generation across diverse verticals worldwide.
• Dynamic Environment: You'll thrive in a fast-paced, collaborative, and innovative culture.

Key Responsibilities:

• Strategic Partnership : Collaborate with global sales and senior leadership to achieve growth objectives (pipeline, sales ramp, LTV/CAC, ARR, marketing effectiveness and more!) and drive GTM alignment
• Operational Excellence : Lead all aspects of sales and marketing operations, optimizing processes and technology
• Performance Management : Establish and maintain rigorous operating cadence, ensuring accurate forecasting and pipeline management across Flywire's global sales and vertical teams
• Revenue Innovation : Propose and execute new processes, sales incentives, metrics to help us grow and scale across all verticals
• Tech Stack Vision & Ownership : Partner with Systems teams to evaluate, scope, and implement CRM/GTM tech stack enhancements.
• Data-Driven Insights : Define key metrics, build performance dashboards, and drive data-informed decisions.
• Change Management : Lead process improvements and drive operational efficiencies across GTM organizations.
• Executive Support : Support executive deliverables, including Board Reviews and strategic planning.

• 10–15+ years of RevOps, Sales/Marketing Ops, or GTM Strategy experience in high-growth B2B SaaS environments.
• A hands-on mindset — you’re not afraid to get into the weeds and make systems, processes, and dashboards better.
• Track record of building scalable GTM infrastructure from the ground up or through major transformation.
• Expertise with tools like Salesforce, Marketo, Gong , and other RevOps platforms.
• Strong analytical chops — you can turn data into insight and insight into action.
• Experience managing cross-functional projects and driving alignment across Sales, Marketing, Customer Success, and Finance.
• Outstanding executive communication skills , especially around performance metrics and board-level reporting.
• A passion for mentoring and building high-performing teams .

Join Flywire and architect our next stage of growth! Apply now.

What We Offer:

• 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!)

Submit today and get started!

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 40 nationalities across 14 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 $225,000 - $290,000 plus [other potential items: bonus, commission, restricted stock units] 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. Your Talent Acquisition Partner can share more about the specific salary range for your preferred location during the hiring process.