Director, People Technology & Analytics

The Opportunity

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.

What You'll Do

Own Flywire's Global People Technology StrategyDevelop 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.Lead People Analytics & Workforce IntelligenceBuild 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.Optimize Global People ProcessesEvaluate 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.Drive Enterprise TransformationLead 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 escalate issues while driving practical solutions.Partner Across the Business

Collaborate closely with:Chief People OfficerTalent AcquisitionHR Business PartnersCompensation & BenefitsFinanceITSecurityLegalExecutive Leadership Teamto ensure technology investments directly support Flywire's strategic priorities.

Establish Operational ExcellenceBuild governance frameworks for People technology initiatives.Improve operational metrics through automation and continuous improvement.Create documentation, standards, and scalable operating procedures.Develop future roadmaps aligned to business growth.