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 5100 clients across the global education healthcare travel & B2B industries with diverse payment methods across 240 countries & territories and more than 140 currencies.

With over 1200 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
Own Flywire's Global People Technology Strategy

• 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.

Lead People Analytics & Workforce Intelligence

• 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 escalate issues while driving practical solutions.

Partner Across the Business
Collaborate closely with:

• Chief People Officer
• Talent Acquisition
• HR Business Partners
• Compensation & Benefits
• Finance
• IT
• Security
• Legal
• Executive Leadership Team

to ensure technology investments directly support Flywire's strategic priorities.

Establish Operational Excellence

• 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.
• Leadership Competencies

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.
• Builds trust quickly.
• 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 $145000 - 207000 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. 

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What We Do

Flywire is a global payments enablement and software company. We combine our proprietary global payments network next-gen payments platform and vertical-specific software to deliver the most important and complex payments for our clients and their customers.

Why Work With Us

Global collaboration is at the heart of what we do at Flywire. We’re excited to watch our unique culture evolve with each new FlyMate; it's our differences as individuals that make us stronger as a team. With over 30 nationalities across 11 countries we believe our FlyMates are our greatest asset.

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