Senior Project Manager, Flywire
$120-145k
Global payments processing
Be an early applicant
Global payments processing
1001+ employees
Be an early applicant
$120-145k
1001+ employees
Company mission
To improve the payment experience for everyone.
Role
Who you are
- 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
What the job involves
- 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
Our take
Flywire is a digital platform that simplifies the paying experience for international transactions. Flywire leverages its vertical-specific software and payments technology to deeply embed within client's existing accounts-receivable workflows.
Flywire was first set up to help international students pay their tuition for American colleges, but has since grown into a global payments enablement and software company. It has processed billions of dollars in payments for clients across the world and secured approval for its major payment institution license, enabling it to operate domestic money transfer and cross-border money transfer services.
Flywire serves clients across education, healthcare, travel, and B2B, including several Ivy League schools, and top US hospital systems. The company appears to be focussed on growth, including by strategic acquisitions and entry into new markets, recently in the Asia Pacific and Australia, as well as further developing its channel partners ecosystem.
Steph
Company Specialist at Welcome to the Jungle
Insights
12% employee growth in 12 months
Company
Funding (last 2 of 8 rounds)
Mar 2021
$60m
SERIES F
Feb 2020
$120m
SERIES E
Total funding: $323.2m
Company HQ
Downtown Crossing, Boston, MA
Leadership
Mike Massaro
(CEO)Mike joined Flywire as a VP of Business Development in 2012 before becoming CEO in 2013. Prior to this, he spent 6 years at Carrier IQ as a VP of Strategic Accounts & Corporate Development and Advisor.
Salary benchmarks
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