Head of M&A Finance

Chief Rebel is building the intelligence layer for small-business acquisition finance.

Today, lenders repeatedly reconstruct the same analysis for every acquisition: financial normalization, valuation, debt-service capacity, buyer risk, deal structure, and credit underwriting. After close, much of that intelligence gets trapped in static files.

Chief Rebel turns that fragmented process into a living credit record.

Before close, we help lenders understand what a business is worth, whether an acquisition is financeable, and how the deal should be underwritten. After close, we keep the financial data connected so lenders can monitor how the business is actually performing.

Over time, this creates something that doesn’t really exist today: a longitudinal dataset connecting the business, buyer, purchase price, capital structure, underwriting decision, and actual outcome.

We have paying customers and funding.

We’re looking for a Head of M&A Finance to own the financial and transaction expertise behind Chief Rebel’s platform.

You’ll help define how we analyze private-company financials, conduct Quality of Earnings & valuations, and translate that work into analysis lenders can trust.

This is a hands-on role with significant ownership. You’ll work directly with our CEO, product team, lenders, underwriters, and transaction professionals while reviewing real acquisition opportunities and helping shape the financial standards behind our product.

Your core challenge is:
What is this business actually earning, what is it worth, and how should a lender think about financing the acquisition?

You’ll own and help establish the financial standards behind Chief Rebel across areas including:

• Quality of Earnings and financial due diligence
• Normalized EBITDA and SDE analysis
• Add-back and normalization assessment
• Working-capital and cash-flow analysis
• Business valuation and valuation preparation
• Debt-service capacity and leverage analysis
• Customer concentration and revenue-quality analysis
• Financial statement and accounting-quality review
• Credit and acquisition-finance analysis
• Transaction and lender-facing financial analysis
• Review and quality control of financial outputs
  
  Identification of issues requiring additional diligence or professional judgment
• Repeatable analytical frameworks that can scale across a high volume of transactions

You’ll work closely with our CEO, product team, and customers to ensure Chief Rebel’s outputs reflect the judgment of an experienced transaction professional and can be trusted by sophisticated lenders.

We’re looking for someone with approximately 4–6 years of experience across small business accounting, transaction advisory, valuation, and/or credit.

An ideal background might include starting in audit or assurance before moving into Transaction Advisory Services, Financial Due Diligence, Quality of Earnings, or Valuation.

Strong candidates will have meaningful experience in several of the following:

• Quality of Earnings
• Transaction Advisory Services
• Business valuation
• Audit or assurance
• Normalized EBITDA and SDE
• Working-capital analysis
• Private-company financial analysis
• Lower-middle-market or small-business transactions
• Commercial credit or underwriting
• SBA or acquisition financing
• Debt-service and leverage analysis
• Credit memo preparation or review

An active CPA with plan to test for CVA, ABV, ASA, or other relevant valuation credentials are required.

Experience working directly acquisition financing or evaluating transactions from a credit perspective is particularly interesting to us.

You know Quality of Earnings. You can get into the details of a company’s financials, understand what is actually driving earnings, and distinguish defensible adjustments from aggressive ones.

You understand valuation. You know how privately held businesses are valued and can identify the assumptions that actually matter.

You understand the lender’s perspective. You can look beyond purchase price and EBITDA to think about cash flow, leverage, DSCR, liquidity, downside protection, and repayment risk.

You have strong accounting judgment. You’re comfortable working with imperfect…