Senior Project Manager

Boston, MAFull-time$120k–$145kPosted May 15, 2026
Google Chrome Microsoft Edge Apple Safari Mozilla Firefox Senior Project ManagerFull-timeCompany DescriptionAre 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.  Job DescriptionThe 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 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.What You Will Do:Lead end-to-end delivery of complex business transformation initiatives across functionsPartner 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-makingDrive outcomes in environments with competing priorities and shifting expectationsProactively identify, assess, and manage risks and cross-functional dependenciesTranslate ambiguity into clear direction, structured plans, and focused executionFilter and prioritize effectively- ensuring teams are focused on the highest-impact workTailor communication approaches to different audiences, particularly in transformation settings where messaging, alignment, and change adoption are criticalFacilitate difficult conversations, align conflicting viewpoints, and maintain forward momentumProvide informal mentorship and guidance to Project Managers, elevating delivery standards and consistency across the PMOEnsure measurable results and accountability throughout the lifecycle of initiativesQualificationsHere's What We're Looking For:10+ years of project management experience, including significant business transformation workDemonstrated success leading complex, cross-functional initiatives in evolving or high-growth environmentsStrong executive presence with the ability to “read the room” and adjust approach accordinglyExpertise in risk and dependency management across multiple stakeholder groupsComfort operating in ambiguity and shaping direction where frameworks may not yet existBig-picture thinker who connects dots across initiatives and asks the right strategic questionsStrong prioritization instincts...

Want jobs like this matched to you?

Swoopd scores fresh postings against your résumé so you only see the matches that matter.

Get started free