Startups

Senior Director, Billing & Client Invoicing

Wheelprice · Schaumburg, IL · On-site

← All jobs
About Wheelprice

Official wheels marketplace for enthusiasts. Backed by Techstars.

About the role

We are seeking an experienced and highly disciplined Senior Director of Billing & Client Invoicing to lead a critical function within our fleet leasing and services business. This role is responsible for the accurate, timely, and client-tailored billing of a complex, multi-service offering across a large and diverse customer base.

What they're looking for

  • Excellent communication skills
  • Team Management skills
  • 10+ years of progressive experience in accounting, finance, billing, revenue operations, or order-to-cash environments
  • Proven leadership experience managing teams in high-volume, complex billing environments
  • Experience with contract-based, multi-service invoicing (leasing, usage-based, or subscription models preferred)
  • Strong understanding of billing systems, ERP platforms, and data structures
More about this role

We are seeking an experienced and highly disciplined Senior Director of Billing & Client Invoicing to lead a critical function within our fleet leasing and services business. This role is responsible for the accurate, timely, and client-tailored billing of a complex, multi-service offering across a large and diverse customer base.

Our business supports approximately 2,000 clients and manages 800,000 leased vehicles, delivering a range of services including maintenance, glass, fuel, telematics, and rental solutions. Billing is a strategic touchpoint with our clients and requires precision, flexibility, and strong operational leadership.

  • Leadership & Team Management Lead, coach and develop a multi-layered billing and invoicing organization spanning billing operations, client invoice configuration, dispute resolution and billing enablement functions.
  • Establish clear performance expectations, KPIs, and accountability standards
  • Foster a culture of accuracy, responsiveness, and continuous improvement
  • Billing Operations Oversee the end-to-end billing process, ensuring accuracy, completeness, and timeliness
  • Manage high-volume, multi-line invoicing across leasing and ancillary...

Read the full posting on Wheelprice's site ↗

Build your edge while you search

Free tools for founders and investors, plus VC Unfiltered, our take on startups, venture and the people who build them.