Head of Learning & Growth

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, delivering high-stakes, high-value payments across the global education, healthcare, travel and B2B industries.

Today, we’ve digitized payments for more than 4,000+ global clients in more than 140 currencies across 240 countries and territories around the world.

And, we’re just getting started!

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, at Flywire, are seeking a Head of Learning & Growth. You will drive our global strategy, ensuring it aligns with Flywire’s dynamic growth.

This role demands a strategic leader with deep expertise in AI-driven learning solutions, a hands-on approach to managing high-impact instructional content, and the ability to engage with C-level executives and senior leaders.

You'll be responsible for building scalable, autonomous, and effective learning communities and leading organizational development programs in close partnership with the global People Partner team and People Operations.

This role reports directly to the Chief People Officer and will be a key member of the Global People Leadership Team (PLT).

• Global Strategy : Develop and implement a forward-thinking L&G strategy that drives talent and leadership development.
• Leadership Programs : Lead AI-driven executive education and leadership development initiatives.
• Learning Communities : Build scalable, autonomous, and effective learning communities that foster continuous development across the organization.
• Organizational Development : Partner with the global People Partner team and People Operations to lead impactful organizational development programs.
• Data-Driven Solutions : Utilize platforms like MentorCliq, Udemy, LinkedIn Learning, BambooHR, Articulate, Lattice, Slack, Amazon Lex, and Cognigy.

ai to enhance learning outcomes.

• Team Leadership : Coordinate regional L&G champions for consistent global program execution.
• Capability Building : Develop Flywire’s L&G capability for scale, ensuring alignment with our FlyCompass values and global business strategy.

Key Programs & KPIs :

Flagship Programs : Lead and optimize Exec Ed, Leader Development, and Talent Development programs.

KPIs : Measure success through leadership metrics, revenue impact, and EBITDA contributions,

Continuous Improvement :

Drive AI implementation and continuous program evaluation to ensure global excellence.

Required Skills & Experience :

• Strategic Vision & Leadership Excellence
• Advanced Data Analytics & AI Integration
• Instructional Design Mastery
• Global Cultural Competence & Change Management
• Organizational Scaling & Alignment : Experience in scaling L&G functions and aligning them with core business values and strategies.

Additional Experience :

• Experience : 8+ years in L&G leadership roles with a proven track record of managing and scaling global programs.
• Hands-On Approach : Strong background in managing L&G for remote / hybrid workforces with hands-on program implementation.
• Executive Influence : Experience collaborating with C-level executives and senior leaders to drive strategic initiatives.
• Industry Focus : Preference for candidates with experience in tech or similarly fast-paced, innovative industries.

Technologies We Use :

Expertise in Tableau, Lattice, MentorCliq, Workday Learning, and AI tools.

Why Flywire?

Flywire offers an exciting opportunity to lead in a high-growth, innovative environment. This role is eligible for equity, providing an incentive to shape the future of global learning and growth at a leading FinTech company.

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!)

Apply Now :

Are you ready to lead transformative L&G initiatives at a top FinTech? Apply today and help shape the future of Flywire.

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.

The US base salary range for this full-time position is $165,000 - $185,000 plus restricted stock units 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.

Your Talent Acquisition Partner can share more about the specific salary range for your preferred location during the hiring process.

Flywire is an equal opportunity employer. With over 40 nationalities across 14 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.