Flywire

Senior Project Manager

Flywire$120K — $145K *
Business Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years of project management experience with a focus on business transformation
  • Proven track record in leading complex, cross-functional initiatives
  • Strong executive presence and adaptability in varying situations
  • Expertise in managing risks and dependencies across stakeholder groups
  • Ability to navigate ambiguity and create structured plans
  • Strategic thinker with sharp prioritization skills
  • Excellent communication tailored to diverse organizational levels
  • Flexible leadership style while ensuring high outcomes

Responsibilities

  • Lead and deliver complex business transformation initiatives
  • Collaborate with a Program Manager on strategic alignment and dependencies
  • Influence stakeholders, including senior leaders, with clear recommendations
  • Drive results amid competing priorities and changing expectations
  • Identify and manage risks and dependencies proactively
  • Translate ambiguity into structured plans and clear execution
  • Facilitate challenging conversations and align differing viewpoints
  • Mentor and guide Project Managers for consistent delivery standards
  • Ensure accountability and measurable results throughout projects

Benefits

  • Collaborative workplace culture emphasizing mentorship
  • Opportunity to work closely with senior leadership
  • Exposure to varied stakeholders and initiatives
  • Hybrid work model promoting flexibility
  • Dynamic and evolving work environment fostering growth
Full Job Description
Job Description

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 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 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


Qualifications

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


Additional Information

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.

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.

#LI-Hybrid

About Flywire

Flywire is a financial technology company that provides payment solutions for businesses and institutions. The company was founded in 2009 and is headquartered in Boston, Massachusetts. Flywire's platform allows businesses to accept payments from customers around the world, with support for over 240 countries and 150 currencies. The company's solutions are used by a variety of industries, including education, healthcare, travel, and technology. Flywire has raised over $300 million in funding and has been recognized as one of the fastest-growing companies in the United States.
Learn more about Flywire
Size
500 employees
Market Cap
$2.4 billion
Industry
Founded
2009

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