Peter DeCaprio Insights

Credit · Venture debt · Infrastructure

Why Middle Market Companies Borrow Differently

Scale changes who lends to a company, what the loan papers say and which assets count as collateral. Three contrasts between a midsize and a large borrower.

Peter DeCaprio in a dark suit and burgundy tie, gesturing as he speaks across a desk in a studio setting with a camera behind him

Picture a balance sheet with nothing on it but proportions. Receivables are a modest slice of assets, inventory a larger one, equipment and a building make up the rest, and debt runs at a comfortable multiple of annual cash flow. Now print that sheet twice. On the first copy every figure carries enough zeros to make the company a household name. On the second, every figure is small enough that the founder still signs the payroll checks. The ratios are identical. An analyst who only read ratios would call the two credits the same. They are not, and the reasons have little to do with the arithmetic and a great deal to do with who shows up to lend, what the papers say, and what the lender is willing to count as security.

Large companyMiddle market company
Who lendsSyndicates and bond buyersA single fund or a small club
The documentsMarket standard, looseNegotiated, tighter, more reporting
CollateralEnterprise valueSpecific assets and the owner

The lender: a crowd versus a counterparty

A large company borrows from a market. Its loan is arranged by a bank, sold in pieces to dozens of holders, and traded afterward. Its bonds are held by funds that may never speak to management. Any single holder has little influence, and the company’s treasurer thinks of the lending group as a price rather than a relationship. If one holder is unhappy, it sells and someone else buys.

A middle market company borrows from a counterparty. The lender is usually one fund, sometimes a handful acting together, and it expects to hold the loan to maturity. The same people who underwrote the credit will read the monthly reports and take the call when a quarter goes wrong. That has consequences in both directions. The borrower cannot shop its way out of an unhappy lender, because there is no deep market for its paper. But it also gets a lender who knows the business and has every reason to work through a bad patch rather than dump the position at a discount.

The concentration also changes pricing. A large company’s spread reflects what the market will bear on a given day. A midsize borrower pays for the lender’s time, for the illiquidity of holding a loan nobody else will buy, and for the effort of monitoring a company without public disclosure. The premium is not a penalty. It is the cost of the lender doing work that a public market would otherwise do for free.

The documents: market terms versus negotiated terms

Large company loan documents converge on a market standard, and that standard has drifted steadily toward the borrower. Many large loans carry no maintenance covenant at all, only tests that apply when the company tries to add debt or pay a dividend. Definitions of earnings are generous, baskets are wide, and reporting is quarterly and slim. A large borrower can accept these terms because its size, its access to other markets and the depth of its disclosure make them survivable.

Middle market documents are negotiated line by line and look different. They typically include quarterly maintenance tests, monthly financial reporting, limits on acquisitions and distributions, and consent rights over changes in ownership or management. Lenders ask for these not out of suspicion but because they have fewer other sources of information. There is no stock price to watch and no analyst coverage to read. The document is the lender’s window into the company, and a tight document is a clear window.

For a borrower, the practical effect is that a midsize loan agreement is a working instrument rather than a filing. Someone in the finance function will be preparing certificates and reports against it every month, and the management team should expect to explain variances to a lender who reads them.

The negotiation itself also runs differently. A large borrower negotiates with an arranger whose main interest is selling the loan quickly, so terms that would slow the sale get dropped. A midsize borrower negotiates with the institution that will actually hold the risk, and every concession costs that institution something it will live with for years. That is why the same request, say a wider basket for acquisitions, can pass without comment in one setting and take a week of calls in the other. Neither side is being unreasonable. They are pricing different exposures.

The collateral: enterprise value versus things you can touch

A large company’s senior lender is secured, in practice, by the value of the enterprise as a going concern. If trouble comes, the expectation is that the business will be restructured or sold whole, and the lender’s recovery will come from that value. The liens on individual assets matter mostly as a way of establishing priority.

A middle market lender thinks more concretely. Enterprise value for a small business is fragile, because it often depends on a few customers, a few employees and one owner. So the lender looks at what can be collected or sold on its own. Receivables from creditworthy customers can be advanced against. Inventory counts, at a discount that reflects how quickly it could be liquidated. Equipment and real estate have appraised values. Many midsize loans are sized, in part or in whole, against a borrowing base that recalculates monthly as those assets move.

The owner is often part of the collateral too. A personal guarantee, a pledge of the owner’s equity, or a life policy naming the lender as beneficiary are ordinary requests at this size and unusual at a large company. They reflect a simple fact: at a certain scale, the person and the enterprise cannot be fully separated, and the lender prices that.

Identical ratios can describe two very different loans.

The mistake I see most often runs in one direction. Someone trained on large company credit brings its habits to a smaller borrower and expects covenant light terms, an enterprise value recovery and a lender who behaves like a market. That frame works poorly here. A midsize company that negotiates as if it were large may win a looser document and lose the lender’s patience, and a lender who underwrites a small company on enterprise value alone may discover, in the bad year, that the value walked out the door with the owner.