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 a decade ago to solve high-stakes, high-value payments in education, using modern technology.
Today, we’ve digitized payments for more than 3,300+ global clients across education, healthcare, travel & B2B, covering more than 240 countries and territories and supporting over 140 currencies. And, we’re just getting started!
With over 1000+ global FlyMates, representing more than 40 nationalities, and in 14 offices world-wide, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.
Job DescriptionThe Opportunity
At Flywire, we process over $20+ billion in payments through our products each year. Ensuring accurate, timely cash reconciliation and robust regulatory reporting is critical to our growth, compliance, and strategic decision-making.
We are seeking a Director, Assistant Controller with deep expertise in high-volume, multi-currency cash operations and proven hands-on experience with reconciliation and automation tools. This is a pivotal leadership role — partnering closely with Treasury, Cash Management, Operations, and Product/Engineering to enhance reconciliation processes, implement automation solutions, and strengthen our control environment.
This is not a pure accounting or controllership role. The ideal candidate will bring a strong understanding of operational accounting, strong systems knowledge, and the ability to translate operational needs into scalable technology solutions.
Key Responsibilities
Global Cash Reconciliation
- Oversee daily, weekly, and monthly global cash reconciliation across 200+ bank accounts and multiple products/solutions.
- Drive improvements in accuracy, speed, and scalability of reconciliation processes, leveraging automation and AI where possible.
- Maintain and reconcile sub-ledgers to clearly identify client vs. corporate cash.
Automation & Systems Enhancement
- Lead the evaluation, selection, and implementation of cash reconciliation automation tools and other technology solutions.
- Partner with Product and Engineering to improve data integrity in core platforms, ensuring reconciliation needs are embedded into system design.
- Act as the operational “translator” between reconciliation teams and technical teams, ensuring requirements are clearly understood and delivered.
Regulatory Reporting
- Ensure accurate and timely reporting of cash balances and liabilities to regulators (FCA, MTL, MAS, BOL, etc).
- Oversee segregation, reconciliation, and reporting of client and corporate funds.
- Support quarterly call reports, regulatory examinations, and global/local audits.
Leadership
- Lead and develop a high-performing reconciliation and reporting team, fostering a culture of accountability, innovation, and continuous improvement.
- Coach the team to adopt automation and process optimisation best practices.
Qualifications
- Bachelor’s degree in Finance, Accounting, or related field; ACCA, CPA, or equivalent preferred.
- 7+ years in high-volume cash operations, reconciliation, or treasury environments, ideally in fintech, payments, or financial services.
- Proven hands-on experience with reconciliation automation tools (e.g. BlackLine, WorkDay, Oracle/NetSuite or other tools).
- Demonstrated success partnering with Product/Engineering teams to identify operational improvements.
- Deep understanding of global cash reconciliation, payment flows, and multi-currency operations.
- Strong analytical and problem-solving skills with a data-driven approach.
- Excellent communication skills with the ability to bridge operational and technical stakeholders.
What We Offer:
- Competitive compensation, including Restricted Stock Units
- Employee Stock Purchase Plan (ESPP)
- Flying Start - Our immersive Global Induction Program
- 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) 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
Submit today and get started!
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.
Flywire is an equal opportunity employer. With over 30 nationalities across 12 different offices, and diversity and inclusion 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. #LI-Remote
Flywire is an equal opportunity employer.
#LI-Hybrid
