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Senior Project Manager

Flywire1

Boston, MA, United States Hybrid permanent

Posted: May 13, 2026

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Job Description

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 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 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 1,200 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.

 

The Opportunity:

We are seeking a Senior Project Manager with deep business transformation experience to lead complex, cross-functional initiatives that drive meaningful change across the organization. This role partners closely with a Program Manager in a highly collaborative “lock-step” model, forming a dynamic leadership duo that ensures strategy translates into execution.

This is a senior individual contributor role requiring strong executive presence, enterprise level experience, influence without authority, and the ability to operate effectively in ambiguity. You will work across a broad range of stakeholders- varying in experience, functional maturity, and change readiness- while driving alignment, clarity, and measurable outcomes.

 

What You Will Do:

• Lead end-to-end delivery of complex business transformation initiatives across functions
• Partner closely with a Program Manager to align on strategic direction, sequencing, and cross-program dependencies when applicable. 
• Influence stakeholders at all levels, including senior leadership, through clear recommendations and structured decision-making
• Drive outcomes in environments with competing priorities and shifting expectations
• Proactively identify, assess, and manage risks and cross-functional dependencies
• Translate ambiguity into clear direction, structured plans, and focused execution
• Filter and prioritize effectively- ensuring teams are focused on the highest-impact work
• Tailor communication approaches to different audiences, particularly in transformation settings where messaging, alignment, and change adoption are critical
• Facilitate difficult conversations, align conflicting viewpoints, and maintain forward momentum
• Provide informal mentorship and guidance to Project Managers, elevating delivery standards and consistency across the PMO
• Ensure measurable results and accountability throughout the lifecycle of initiatives

Here's What We're Looking For:

• 10+ years of project management experience, including significant business transformation work
• Demonstrated success leading complex, cross-functional initiatives in evolving or high-growth environments
• Strong executive presence with the ability to “read the room” and adjust approach accordingly
• Expertise in risk and dependency management across multiple stakeholder groups
• Comfort operating in ambiguity and shaping direction where frameworks may not yet exist
• Big-picture thinker who connects dots across initiatives and asks the right strategic questions
• Strong prioritization instincts and judgment
• Excellent written and verbal communication skills, with the ability to tailor messaging for different levels of the organization
• Flexible leadership style- able to adjust approach without compromising outcomes
• Confidence to make recommendations and guide decision-making
• Ability to operate autonomously while maintaining strong partnership and alignment

 

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.

Flywire is an equal opportunity employer and follows a policy of administering all employment decisions and personnel actions without regard to race, color, religion, sex, pregnancy, gender identity, national origin, age, ancestry, physical or mental disability, sexual orientation, genetic disposition or carrier status, veteran status, or any other category protected under applicable national, federal, state or local law.

The US base salary range for this full-time position is $120,000-$145,000 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. 

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