There is a version of capital raising that most founders imagine: you walk into a bank with your financials, present a compelling growth story, and walk out with a term sheet. The reality is usually less cinematic and considerably more detailed.
Lenders are not in the business of betting on potential. They are in the business of underwriting risk — assessing, with as much precision as possible, the probability that you will repay what you borrow. Understanding how they think about that assessment is the difference between a smooth capital raise and an exhausting, months-long process that ends in frustration.
"The number one thing that kills a capital raise isn't the financial performance — it's unclean financials and a management team that can't explain their own numbers. Preparation isn't optional. It's the whole game."
LJ Govoni — Principal Consultant, Split Oak Advisory GroupThe Four Things Every Lender Evaluates
Cash Flow Coverage. The first and most fundamental question a lender asks is whether your business generates enough cash to service the proposed debt. The measure most commonly used is the Debt Service Coverage Ratio (DSCR) — your net operating income divided by your total annual debt obligations, including the new loan. Most lenders want to see a DSCR of at least 1.25x, meaning you generate $1.25 in cash for every $1.00 of debt service.
Quality of Earnings. Lenders will look at three years of financial history and ask a series of uncomfortable questions: Are the revenues recurring or one-time? Are the margins sustainable? Are there related-party transactions or one-time items inflating reported earnings? This process strips away everything that does not represent durable, recurring profitability. The number that emerges is almost always lower than the EBITDA on your tax return.
Management Credibility. Lenders lend to people, not just businesses. They want to understand whether the management team understands the business deeply enough to navigate difficulty. This means being able to answer detailed questions about revenue by customer and channel, gross margin by product line, the business's biggest operational risks, and what the plan is if things do not go as projected.
Collateral and Structure. Most commercial lenders want the loan secured by something they can liquidate if the business fails to perform. For asset-based lenders, that means accounts receivable and inventory. Understanding what collateral you have available and how it will be valued by the lender — often at a significant discount to book value — shapes what structure is available to you.
The Most Common Preparation Mistakes
Going to market before your financials are clean is the single most expensive mistake founders make in a capital raise. Unreconciled accounts, inconsistencies between your P&L and tax returns, missing supporting schedules, or financials prepared by an inexperienced bookkeeper will slow the process and give the lender grounds to reduce the offer or walk away entirely.
The second most common mistake is underestimating how long the process takes. A well-prepared commercial loan with a relationship lender can close in 45 to 60 days. With a new lender, expect 90 to 120 days from first conversation to funding.
The third mistake is approaching only one lender. The capital markets are competitive. Having multiple parties in the process simultaneously gives you negotiating leverage, protects you if one deal falls through, and often produces materially better terms.
How to Prepare
Start with your financials. Three years of clean, well-organized financial statements are the foundation of any capital raise. If your books are not in that condition, get them there before you start any lender conversations.
Build a management presentation that tells the story of your business clearly: what you do, who your customers are, what your competitive advantages are, why the business is performing the way it is, and specifically how you intend to use the proceeds and how that use will generate the cash flow to repay the debt.
Finally, know your number. Understand exactly how much you need, why you need it, what structure you are seeking, and what you are prepared to offer as collateral. Founders who walk in without a clear ask almost always leave without a deal.