The
Chief Financial Officer (CFO) is a core executive role responsible for capital strategy, banking relationships, and the financial health of our high-velocity real estate enterprise. Operating in-office from our corporate headquarters in
Yorkville, Illinois, this role is designed for a gritty, battle-tested financial leader who thrives in a fast-paced small-business environment. Fresh off ranking
#1708 on the 2025 Inc. 5000 list of America's fastest-growing private companies—with a relentless drive to push even higher—our growing
40+ person team is pacing toward $120M in revenue for 2026, with a mandate to scale past
$300M+ in the next 5 years.
In this role, you will work hand in hand with our executive team, including our Co-Owner and current acting CFO, during an intentional, phased transition. Rather than sitting behind a distant corporate desk, you will be the "tip of the spear" on commercial bank lines, debt covenants, and balance sheet architecture. You will directly guide and support our in-house Yorkville team—including Asset Management, our Finance Manager, and our Bookkeeper. While you are not hired for routine data entry, you must possess the small-business feistiness and practical hands-on mastery of systems like
QuickBooks Online to step into the trenches whenever necessary to ensure our financial rhythm never skips a beat.
Key Responsibilities
Capital Architecture & Banking Relations:
- Serve as the primary lead for all commercial banking relationships, negotiating credit facilities, term structures, and debt covenants.
- Systematically strengthen the company's balance sheet with its primary lender.
- Work hand-in-hand with company leadership and our Co-Owner/acting CFO to evaluate capital allocation, deal velocity, and major business investments.
- Model and de-risk our fast-moving 90-day operational cycle to maintain healthy liquidity and short hold-time economics.
Financial Operations & In-House Team Leadership
- Direct and elevate our in-house office team in Yorkville, working collaboratively with Asset Management, the Finance Manager, and the Bookkeeper.
- Maintain complete operational agility in QuickBooks Online and core financial software—stepping in seamlessly during team vacations, transitions, or busy seasons to keep daily rhythms uninterrupted.
- Drive data integrity across internal financial dashboards, underwriting models, and reporting systems.
- Lead financial discussions during weekly strategic risk and leadership meetings, delivering clear, predictive metrics on capital pipeline health.
- Determine whether and when the company would be better served by transitioning from QuickBooks to more sophisticated financial software.
- Demonstrate a strong understanding of WIP and job costing.
- Create and manage budgets, holding staff accountable to performance against them.
Audits, Compliance & Risk Management
- Oversee corporate insurance policies, workers' compensation audits, tax strategies, and external CPA partner relationships.
- Proactively monitor and maintain absolute compliance with all bank covenants and financial reporting mandates.
- Proactively manage and project the company’s cash flow needs weeks in advance, including the ability to create 13-week cash-flow forecasts.
Administration & Corporate Governance
- Provide high-level executive oversight of employee benefits, company 401(k) programs, payroll, and essential administrative tasks for our 40+-person team.
- Build scalable, institutional financial processes that reduce founder reliance while preserving our agile decision-making culture.
Requirements
- Experience Scope: 10+ years of progressive financial leadership (Controller, VP of Finance, or CFO) within agile, high-growth small to mid-sized businesses.
- CPA Background: Active CPA license or equivalent deep accounting and corporate finance expertise strongly preferred.
- Banking Mastery: Direct experience managing commercial lender relationships, credit lines, bank covenants, and personal guarantee release strategies.
- Hands-On Feistiness: Strong proficiency with QuickBooks Online and core accounting software, paired with a willingness to roll up your sleeves and execute tactical workflows whenever the team needs coverage.
- In-Office Presence: Ability to work full-time in-office at our corporate headquarters in Yorkville, IL, collaborating directly with our executive and finance personnel.
- Culture Fit: High-drive, competitive mindset coupled with personal integrity, humility, and alignment with our "20-Mile March" growth discipline.
Benefits
- Paid Time Off: 15 days PTO (initial year).
- Paid Holidays: 7 paid holidays (New Year's Day, Memorial Day, Independence Day, Labor Day, Thanksgiving Day, Day after Thanksgiving, Christmas Day).
- Retirement: 401(k) program with Company Match up to 4%.
- Work Environment: Strong, family-first company culture with a commitment to high performance without 70-hour corporate burnout.
