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Director, Finance Systems

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Vast
Full Time position
Listed on 2026-02-28
Job specializations:
  • Accounting
    Financial Reporting, Financial Analyst
Salary/Wage Range or Industry Benchmark: 125000 - 150000 USD Yearly USD 125000.00 150000.00 YEAR
Job Description & How to Apply Below

About Vast

Vast builds the operating and financial backbone for fast-growing, cash-intensive businesses, combining hands‑on execution with purpose‑built software, automation, and AI‑enabled workflows.

We provide technology‑enabled shared services, financial infrastructure, and operational support to partners across the U.S. and Puerto Rico, with deep roots in route gaming and other multi‑location businesses. Our teams work directly inside the operations—handling real cash flows, real data, and real constraints—while designing systems that make the business faster and easier to scale.

We focus on execution first: accurate books, strong controls, and dependable processes. From there, we build automation, software, and AI‑enabled workflows that eliminate manual work and raise the standard for how the back office operates.

The Opportunity

Vast is seeking a Director, Finance Systems to own accounting systems and financial data integrity across Vast and our partners, while helping design the financial architecture that powers our software products. This is a hands‑on builder role, operating at the intersection of accounting, finance, and software development. The core focus is designing and implementing accounting systems that follow best practices for cash‑intensive, multi‑entity environments and ensure accurate, trusted financial data.

What

You’ll Own
  • Own accounting systems and financial data integrity across Vast and its subsidiaries
  • Support retail and partner‑location bookkeeping in cash‑intensive, multi‑entity environments
  • Design and implement accounting workflows that ensure accurate tracking of cash, inventory, revenue, and commissions
  • Establish accounting logic, controls, and reconciliation rules embedded directly into systems
  • Ensure financial data is complete, auditable, and trusted across integrated platforms
  • Partner with engineering and product teams to translate accounting requirements into software specifications
  • Define and support system integrations across POS, cash‑handling, inventory, and payment platforms
  • Reduce manual bookkeeping through automation and system‑driven processes
Requirements
  • Strong accounting foundation with experience in accounting systems and automation
  • Experience with retail or location‑based bookkeeping
  • Hands‑on experience with Quick Books (or similar SMB accounting platforms) and other complementary services (i.e., HRIS, POS, etc.)
  • Experience operating in: multi‑entity environments, cash‑intensive businesses, and integrated system landscapes
  • Proven ability to design, document, and implement accounting workflows
  • Comfortable operating independently in an ambiguous, build‑phase environment

If you want hands‑on exposure to how a complex business actually runs—and the chance to help build smarter systems as you learn—Vast is a place where your work has immediate impact and clear runway.

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