Department: Controller
Employment Type: Full Time
Location: Austin, TX
Compensation: $90,000 - $130,000 / year
This role reports directly to the CEO and serves as the primary financial leader within the organization. You will work alongside a part-time bookkeeper (who handles day-to-day AP in Bill.com), a third-party Virtual CFO, and our CPA firm. The goal is simple: take finance off the CEO’s plate and make it a source of clarity rather than concern.
This is not a passive, report-running role. We need a Controller to own our financial operations and provide the visibility needed for strategic decision-making.
What This Role Owns:
Cash Management & AP Oversight
• Maintain daily and weekly cash position reports across Regions and Horizon banking relationships
• Oversee the Bill.com AP workflow; ensure timely processing and handle exceptions or escalations
• Schedule and approve vendor payments; manage timing to optimize cash flow
• Manage routine banking relationships including LOC draws and covenant reporting
Financial Reporting & Analysis
• Produce monthly financial statements (P&L, balance sheet, cash flow) by business segment
• Perform trend and variance analysis; surface insights — not just numbers — for the CEO
• Build and maintain dashboards that give leadership real-time visibility into performance
• Identify non-paying or slow-paying customers; coordinate with sales for collections follow-up
Month-End Close & Compliance
• Own month-end close end-to-end: reconciliations, accruals, journal entries, and supporting schedules
• Prepare workpapers for annual tax prep (CPA firm handles the return)
• Manage multi-state filings: Texas and Washington sales tax, franchise tax, annual reports, and nexus states
Budgeting & Planning
• Develop and maintain departmental budgets across all three business segments
• Track actual vs. budget monthly; flag variances and recommend corrective action
• Support the CEO and VCFO with financial modeling for growth initiatives
External Relationships
• Serve as day-to-day point of contact with the VCFO — provide data and context to support their strategic advisory role
• Coordinate with the CPA firm for quarterly estimates, year-end prep, and audit support
Bachelor's degree in Accounting, Finance, or related field
• 5+ years of progressive accounting experience, with at least 2 years in a controller, accounting manager, or senior accounting role
• Experience with multi-entity or multi-segment financial reporting
• Strong GAAP knowledge, month-end close ownership, and financial statement fluency
• Proficiency with QuickBooks, Xero, or similar — and Bill.com or equivalent AP automation
• Multi-state tax compliance experience (sales tax, franchise tax, nexus)
• Excel or Google Sheets proficiency for modeling and analysis
• U.S. Person status required (ITAR compliance) — no felony charges
Preferred
• CPA or CMA designation
• Experience in manufacturing, professional services, or SaaS — ideally more than one
• Familiarity with ERP systems in a manufacturing environment (ProShop experience not required)
• Experience working alongside a fractional or virtual CFO
• Comfortable in a small-company environment where you wear multiple hats
Five & Fly is a veteran-owned professional services firm that specializes in providing exceptional solutions to enhance the end-to-end transition of active duty service members, national guardsmen, reservists and veterans into civilian careers. We are instrumental in helping businesses recruit, hire, onboard, and retain these individuals in such a way that they find long-term fulfillment and generate exponential value for their employers in their civilian careers.
We do so primarily through the DOD SkillBridge Program, which provides opportunities for transitioning service members to gain valuable civilian work experience through specific industry training, apprenticeships, or internships during the last 180 days of service. Companies can experience two (2) to six (6) months of no-cost work from the service member, while the service member receives compensation and benefits from the DOD.
By partnering with mission-driven organizations to provide meaningful opportunities, Five & Fly aims to prevent veteran suicide in the five years following military separation by empowering veterans to find fulfillment in their civilian careers. We serve service members and their civilian employers with intentionality, unconventionality, and longevity in mind.
