Director, People Technology & Analytics

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 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 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 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 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. Optimize Global People Processes 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. Drive Enterprise Transformation 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. Partner Across the Business Collaborate closely with: Chief People Officer Talent Acquisition HR Business Partners Finance IT Security Legal to ensure technology investments directly support Flywire's strategic priorities. Build 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. Here’s What We're Looking For Required Experience 10+ years of progressive experience leading HR Technology, People Systems, People Analytics, HRIS, or Digital HR Transformation. Experience leading enterprise HR technology implementations, preferably Workday. Demonstrated success leading cross‑functional transformation initiatives. Strong understanding of global HR operations and end‑to‑end People processes. Experience partnering with executive leadership. Proven ability to influence stakeholders across multiple business functions. Experience managing complex vendor relationships and technology roadmaps. Experience building executive dashboards and workforce analytics. Strong knowledge of organizational design, workforce planning, and HR data governance. We're looking for someone who Brings executive presence and credibility. Is highly collaborative without sacrificing accountability. Knows when to challenge assumptions and when to build consensus. Can influence through relationships rather than hierarchy. Thinks strategically while remaining execution oriented. Simplifies complexity. Leads through ambiguity. Operates with urgency while maintaining quality. Understands that successful transformation requires adoption, not simply implementation. Preferred Qualifications Experience supporting publicly traded global organizations. Experience working across multiple international regions. Familiarity with Agile delivery methodologies. Knowledge of AI‑enabled HR technologies and automation platforms. Experience leveraging predictive analytics and workforce intelligence. Master's degree in Business, Information Systems, Human Resources, Organizational Development, or related discipline preferred. Why This Role Matters This leader will play a critical role in shaping the future of Flywire's People organization by creating technology‑enabled experiences that empower employees, improve business decision making, and support our next stage of global growth. The ideal candidate understands that great People Technology is not simply about implementing systems. It is about designing scalable, human‑centered experiences that make work easier, improve business outcomes, and enable every FlyMate to do their best work. 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. Flywire is an equal opportunity employer and follows a policy of administering all employment decisions and personnel actions without regard to race, color, religion, sex, pregnancy, gender identity, national origin, age, ancestry, physical or mental disability, sexual orientation, genetic disposition or carrier status, veteran status, or any other category protected under applicable national, federal, state or local law. The US base salary range for this full‑time position is $145,000 - 207,000 plus commission, 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. #J-18808-Ljbffr Flywire