- The Financing Flow
- Posts
- The no-man's-land between $5M and $20M
The no-man's-land between $5M and $20M
AI-native workflows finally make a real process pencil at $10M
There is a stretch of the market between roughly $5M and $20M where acquisition deals go to die, and the reason has nothing to do with the deals themselves.
It is not that the deals are bad. Plenty of them are excellent: solid businesses, real cash flow, capable buyers. The problem is that the people who are supposed to help you finance them have quietly decided you are not worth their time. Loan brokers do not have the depth. Investment banks do not have the economics. So no one runs a real process for you, and a lot of good deals stall out in the gap.
The no-man's-land
Stand in the shoes of a sponsor buying a $12M business. You need real capital and a real process, the kind that puts your deal in front of the right lenders and creates competition. Who actually does that for you?
Not a loan broker. Most have a handful of lender relationships and run every deal through the same short list. They are transactional by design, optimized for volume, not for getting your specific deal in front of the lenders most likely to fight for it.
Not an investment bank either, and that one surprises people. The reason is pure math.
Why the economics push banks upmarket
An investment banker's time costs the same whether the deal is $10M or $100M. The diligence, the materials, the lender or buyer outreach, the back-and-forth: the work does not shrink in proportion to the deal size. It is nearly the same amount of effort either way.
Now look at how banks get paid. The fee is a percentage of the deal. So a banker choosing between a $10M deal and a $100M deal, for roughly the same hours, is choosing between a small fee and a fee ten times larger. Every rational bank makes the same choice, and they make it every day.
That is not a knock on bankers. It is the structure they operate in. The predictable result is that genuine, full-service process work disappears below a certain deal size. The buyers who need it most, first-timers and independent sponsors without an in-house finance team, are exactly the ones who cannot get it.
What a "real process" actually buys you
It is easy to underestimate what you lose when no one runs a process for you. A real process is not paperwork. It is leverage.
The right lenders, not the obvious ones. A $12M deal might be a perfect fit for a specific slice of lenders out of hundreds, and a hard pass for the rest. Getting in front of the right ones is the whole game.
Competition. When several qualified lenders look at your deal at once, terms move. Leverage caps stretch, rates come down, fees soften. One lender working your deal alone has no reason to give you their best.
Packaging. A deal presented the way underwriters want to see it gets taken seriously. A messy file gets a slow no.
A backup if one curtain closes. When a lender drops for reasons that have nothing to do with you, a process means you have others already at the table.
Without that, you take the first term sheet you can get, from the one lender who happened to pick up the phone, and you call it a market. It is not. It is a sample size of one.
The cost of going without
The damage shows up in three ways. Deals die, because the one or two lenders you reached happened to be sitting out your sector that quarter and you had no others. Deals close on bad terms, because you negotiated against no one. Or deals just stall, three months of effort that goes nowhere, until the seller loses patience and walks.
None of those outcomes is about the quality of the business. They are about the absence of a process.
Why the math is finally changing
The reason banks abandoned this part of the market was cost-to-serve. The work took an army of analysts, and you could not justify that army on a $10M fee. That constraint was real, and for a long time it was permanent.
It is not permanent anymore. AI-native workflows now do the parts that used to require all those hours: matching a specific deal to the lenders most likely to fund it, running structured outreach to dozens of them at once, and managing the responses. The software carries the cost-to-serve that used to make small deals uneconomic, which means a genuine, full-service process at $10M finally pencils.
That is the entire reason CapFlow exists. The gap between brokers and bankers should never have swallowed good deals, and modern tooling means it no longer has to. A network of hundreds of lower-middle-market and SBA lenders, matched to your specific deal and run as a competitive process, is now available at a deal size that used to get ignored.
What to demand at this size
If you are buying in the $5M to $20M range, do not settle for a broker's short list or a single lender's first offer. Expect:
A deal-specific match, not the same lenders everyone else gets sent to
Multiple qualified lenders looking at once, so terms compete
Your file packaged the way credit teams want to read it
Someone who treats your deal like it matters, because at this size, the process is the difference between closing and stalling
The Bottom Line
Investment banks are not ignoring your sub-$20M deal because it is weak. They are ignoring it because the old economics made a real process uneconomic at that size. That gap cost buyers good deals for years. It does not have to anymore. The buyers who win in this range are the ones who insist on a real, competitive process instead of accepting that no one runs one.
If you are working a deal in that range and no one is running a real process for it, that is worth a conversation. DM me, email me, or set a call at our CapFlow website.
Tell a Friend
If you received this newsletter from a friend, don't miss out on future insights. Subscribe now at thefinancingflow.net to receive weekly issues directly to your inbox.
To your financing success!