Senior Project Manager

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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!

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 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.

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 that will join our growing Enterprise PMO function, 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.

• 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

• 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…