Director, People Operations

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 4,800 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 a strategic and operationally minded Director, People Operations to lead and scale our global people operations shared services. This role will oversee the design, optimization, and execution of people processes across multiple countries, ensuring compliance, efficiency, and a world-class employee experience. You will partner closely with People Business Partners, Total Rewards, Talent Acquisition, Finance, Legal and IT to enable a seamless lifecycle for all FlyMates, from onboarding through offboarding.

Key Responsibilities

Leadership & Strategy

• Lead and develop the Global People Operations team, providing mentorship and operational direction.
• Define and execute the long-term strategy for global HR service delivery, ensuring scalability and alignment with company growth.
• Act as a trusted advisor to senior leadership on HR operations, compliance, and employee experience.

Process Excellence

• Own and continuously improve end-to-end employee lifecycle processes (onboarding, offboarding, mobility, employee data management, compliance reporting).
• Ensure consistency, accuracy, and efficiency across HR systems and workflows globally.
• Drive process automation and self-service initiatives to improve scalability and employee experience.

Systems & Data

• Oversee the administration, implementation & optimization of our Workday HCM system.
• Partner with IT to ensure seamless integrations between HR, payroll, and business systems.
• Establish strong HR analytics and reporting capabilities to enable data-driven decision-making while leveraging AI where possible.

Compliance & Risk Management

• Ensure global compliance with employment laws, data privacy regulations, and company policies.
• Partner with Legal and regional HR leaders to manage audits, filings, and risk mitigation.
• Oversee accurate employee records, documentation, and data governance standards.

Employee Experience

• Champion a people-first, globally inclusive approach to HR operations.
• Ensure policies, processes, and communications are clear, consistent, and equitable.
• Drive continuous feedback loops with employees and managers to refine operational practices.

Here's What We're Looking For: 

• 10+ years of progressive HR/People Operations experience, including 5+ years leading teams in a global environment.
• Strong expertise in HR systems (Workday strongly preferred), process optimization, and compliance frameworks.
• Proven success building scalable processes across multiple geographies.
• Deep knowledge of Global employment law practices strongly preferred.
• Exceptional leadership, stakeholder management, and change management skills.
• Analytical mindset with experience building dashboards and reporting capabilities.
• Ability to thrive in a fast-paced, high-growth, global company.

Preferred Experience

• Experience in a public technology company.
• Demonstrated success in leading HR digital transformation initiatives.

What We Offer:

• Competitive compensation, including Restricted Stock Units 
• Employee Stock Purchase Plan (ESPP)
• Flying Start - Our immersive Global Induction Program (Meet our Execs & Global Teams)
• Work with brilliant people that will keep you on your toes, learn more about their journeys by checking out #InsideFlywire on social media
• Dynamic & Global Team (we have been collaborating virtually for years)
• Wellbeing Programs (Mental Health, Wellness, Yoga/Pilates/HIIT Classes) with Global FlyMates 
• Be a meaningful part in our success - every FlyMate makes an impact
• Competitive time off including FlyBetter Days to volunteer in a cause you believe in and Digital Disconnect Days
• Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers)

Submit today and get started

We are excited to get to know you Throughout our process you can expect to meet with different FlyMates including the Hiring Manager, Peers on the team, the VP of the department, and a skills assessment. Your Talent Acquisition Partner will walk you through the steps and be your "go-to" person for any questions.

Flywire is an equal opportunity employer. With over 40 nationalities across 12 different offices diversity, gender equality, and inclusion are at the core of our people agenda. We believe our FlyMates are our greatest asset, and we're excited to watch our unique culture evolve with each new hire.

#LI-Hybrid