Global Billing and Receivables Director

FlywireBoston, MA
Hybrid

About The Position

We, at Flywire, are seeking a Global Billing and Receivables Director to lead and transform our billing and collections operations. Through organic and inorganic growth, Flywire has a large portfolio of clients to bill monthly, quarterly and annually. This role will partner with FP&A, Treasury and Credit Risk to monitor agings and cash collections to drive free cash flows.

Requirements

  • Bachelor’s degree in Finance, Accounting, Business, or a related field (CPA a plus).
  • Proven billing and collections experience in a rapidly growing company.
  • 8–12 years of progressive experience in billing, accounts receivable, or order-to-cash functions, with significant experience in a SaaS or technology environment.
  • 3+ years of people management experience, including leading global or distributed teams.
  • Deep understanding of SaaS billing models, including subscription, usage-based, tiered, and hybrid pricing.
  • Hands-on experience with SaaS and transactional billing and ERP systems (Workday, Stripe Billing, NetSuite, Salesforce).
  • Knowledge of ASC 606 revenue recognition, internal controls, and audit requirements.

Responsibilities

  • Own global SaaS and transactional billing operations, including subscription lifecycle management (new sales, renewals, upgrades, downgrades, cancellations), usage-based billing, and contract amendments.
  • Partner closely with Sales, Pricing, RevOps, and Legal to resolve billing issues, pricing discrepancies, and contract interpretation questions.
  • Reduce billing errors, credits, and rework through strong upstream controls and process discipline.
  • Partner with IT to drive automation of billing and cash application.
  • Oversee global accounts receivable and collections for a rapidly growing customer base, including enterprise, mid-market, and SMB segments.
  • Act as a key business owner for billing platforms and ERP systems (e.g., Workday, NetSuite, Salesforce).
  • Monitor AR aging, DSO, churn-related exposure, and bad debt reserves; proactively address collection risks.
  • Partner with Customer Success and Sales to manage disputes, renewals at risk, and escalated customer payment issues.
  • Collaborate with credit risk to develop and maintain collections policy and client risk rating.

Benefits

  • Competitive compensation
  • 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
  • Competitive time off including FlyBetter Days to volunteer in your community and Digital Disconnect Days!
  • Great Talent & Development Programs (Managers Taking Flight – for new or aspiring managers!)
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