Director, Assistant Controller

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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.

The 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
    • Apply
    Location:
    London
    Job Type:
    FullTime

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