Flywire

Financial Services

SeniorProjectManager

$120–145k Boston, Massachusetts, United States FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for entry candidates.

The Brief

“Senior Project Manager at Flywire. Skills: process management, cross-functional coordination, vendor/stakeholder management, operational metrics, resource planning, continuous improvement, business transformation experience, enterprise level experience, influence without authority, operate effectively in ambiguity, driving alignment, clarity, and measurable outcomes. Lead end-to-end delivery of complex business transformation initiatives across functions. Partner closely with a Program Manager t”

Industry & Context.

Financial Services
Problems you'll solve

operate effectively in ambiguity; 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; Translate ambiguity into clear direction

What They're Looking For.

Must Have

10+ years of project management experience, significant business transformation work, Demonstrated success leading complex, cross-functional initiatives in evolving or high-growth environments, 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, 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 partnership and alignment

What You'll Do.

Lead end-to-end delivery of complex business transformation initiatives across functions

Partner closely with a Program Manager to align on strategic direction

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

and manage risks and cross-functional dependencies

Translate ambiguity into clear direction

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

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

How You'll Work.

Team & Collaboration

Partner closely with a Program Manager in a highly collaborative “lock-step” model; work across a broad range of stakeholders- varying in experience, functional maturity, and change readiness; driving alignment, clarity, and measurable outcomes; 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; Proactively identify, assess, and manage risks and cross-functional dependencies; Tailor communication approaches to different audiences; Facilitate difficult conversations, align conflicting viewpoints; Provide informal mentorship and guidance to Project Managers; maintaining partnership and alignment

Communication Scope

executive presence; Excellent written and verbal communication skills; ability to tailor messaging for different levels of the organization; Tailor communication approaches to different audiences; messaging, alignment, and change adoption are critical

Process & Methodology

process management, cross-functional coordination, vendor/stakeholder management, operational metrics, resource planning, continuous improvement, 10+ years of project management experience, business transformation work, Demonstrated success leading complex, cross-functional initiatives, risk and dependency management, structured decision-making, structured plans, focused execution, Filter and prioritize effectively, elevating delivery standards and consistency

Full 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 aSenior 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

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