Director, Technology & Analytics

Are you ready to trade your job for a journey? Become a Fly Mate!

Passion, excitement & global collaboration are all core to what it means to be a Fly Mate. 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!

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 Fly Mates, representing more than 40 nationalities, and in 12 offices world‑wide, we’re looking for Fly Mates to join the next stage of our journey as we continue to grow.

Flywire is seeking an experienced Director, People Technology & Analytics to lead the strategy, optimization, and evolution of our global People technology ecosystem and workforce analytics function.

Reporting to the Chief People Officer, this leader will serve as the strategic owner for HR technology, people data, reporting, process optimization, automation, and digital transformation initiatives that enable a world‑class employee experience while supporting Flywire's continued global growth.

This is not a traditional HR Operations leadership role. Instead, you'll partner closely with stakeholders across Talent Acquisition, People Business Partners, Total Rewards, Payroll, Finance, IT, Security, Legal, and executive leadership to build scalable technology solutions, modernize workflows, improve decision making through analytics, and deliver operational excellence across the employee lifecycle.

Success in this role requires someone who combines deep expertise in People systems with a sophisticated understanding of end‑to‑end HR processes, exceptional business partnership skills, executive presence, and the ability to influence change across a rapidly evolving global organization.

• Develop and execute the long‑term roadmap for HR technology, automation, integrations, and digital transformation.
• Serve as the business owner for Workday HCM and the broader People technology ecosystem.
• Partner with IT to establish scalable architecture, governance, security, integrations, and platform optimization.
• Evaluate emerging technologies that improve operational efficiency and employee experience.
• Build an industry‑leading People Analytics capability that enables executive decision making.
• Develop dashboards and KPIs across recruiting, workforce planning, retention, engagement, organizational health, performance, and talent development.
• Translate workforce data into strategic business insights for executive leadership.
• Establish governance around data quality, reporting accuracy, and metric standardization.

• Evaluate existing People processes and redesign them using technology‑first thinking.
• Drive simplification, automation, standardization, and scalability across the employee lifecycle.
• Partner with functional leaders to identify opportunities for operational excellence.
• Balance best practices with Flywire's unique culture, business model, and operating principles.

• Lead complex cross‑functional transformation initiatives across HR, Finance, IT, and business functions.
• Build strong executive partnerships while effectively influencing without direct authority.
• Develop change management strategies that ensure successful adoption of new capabilities.
• Identify organizational risks and proactively elevate issues while driving practical solutions.

Collaborate…