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TL;DR The Deal Gets Decided In The LOI
Most buyers treat the letter of intent as a formality and save the real negotiating for the purchase agreement. By then the leverage is gone. Everything that decides whether you make money or lose it gets set in the LOI: what you are actually buying, how long you get to look at it, what the seller has to leave in the business, and what he owes you after the wire clears.
By the time you are arguing over the purchase agreement, you have already lost the argument.
Not because your attorney is weak. Because of what you signed ninety days earlier, in about four minutes, on a document you thought was a formality.
The letter of intent. One or two pages the broker emails over the moment you say you are serious. Price, a target closing date, an exclusivity window, a confidentiality clause, and a line at the bottom saying the whole thing is non-binding except for the parts that are not. Most buyers sign it the same day it arrives. They tell themselves the real negotiating happens later, in the definitive agreement, with lawyers in the room.
It does not. The real negotiating happened while you still had the right to walk away for free, and you traded that right away for a signature line.
The Ninety Days That Flip Your Leverage
Before you sign an LOI, you hold every card. You can be looking at three deals at once. You have spent nothing. The seller has a listing, a broker billing him, and no buyer in hand. If he pushes on something unreasonable, you leave, and the whole thing costs you a Saturday afternoon.
The second you sign, that reverses. You get exclusivity, which sounds like a gift and works like a cage. You start spending. Attorney retainer. Quality of earnings work. Lender application fees. Travel to the site. Forty or fifty hours of your own nights and weekends. Two months in, you are eight to fifteen thousand dollars deep and you have already told your spouse the name of the business.
Then the seller mentions that inventory was never part of the price. Or the lender requires a working capital number nobody had discussed. Or the transition help you assumed was included turns out to be two weeks, unpaid, and only by phone.
You will not walk. You know you will not walk. He knows it too.
Buyers get comfortable because the document says non-binding. Read it again. The price is non-binding. The exclusivity is binding. The confidentiality is binding. The parts that protect the seller have teeth. The part that protects you is a suggestion.
The Line Item That Cost A Buyer $180,000
I worked with a buyer last year, a corporate operations director in his late forties, looking at a commercial services company priced at $1,400,000. Real business. Long customer list, three crews, twelve years of history. He signed the broker's one page LOI in March. Price, ninety day exclusivity, a June closing target, confidentiality. Nothing else.
Nothing about receivables. Nothing about the cash sitting in the operating account. Nothing about what level of working capital the seller had to leave in the business on closing day.
In May the lender came back and required a working capital peg. Standard request. Nobody had raised it. By then the seller had collected the receivables and drawn the operating account down to almost nothing. Roughly $180,000 had walked out the door over ten weeks. He was entitled to do it. Nothing in the LOI said he could not.
So the buyer had two choices. Bring $180,000 he had not planned for, or eat about $40,000 in diligence costs plus four months of his life and start the search over.
He brought the money. Your cash in on a deal like that goes from $140,000 to $320,000. Your payback stretches from under a year to more than two. Same business, same price, same profit and loss statement. One missing paragraph.
An LOI is not a promise to buy. It is a description of what you are buying.
What Belongs On Page Two
After 35 years of looking at these, the LOIs that actually protect a buyer all run about two pages, and they all cover the same six things.
Working capital first. Name the dollar figure the seller has to leave in the business at closing, or name the formula that produces it. If you cannot get to a number in March, get the mechanism written down: a trailing twelve month average, trued up at close, with the shortfall coming off the price.
Then what you are actually buying. Inventory, at cost or at book. Vehicles. Equipment. Receivables and payables, and who keeps which. Cash. Real estate, or if it is a lease, the remaining term and the renewal options. Every single one of these has been fought over after the fact by somebody who assumed.
Then exclusivity tied to a milestone instead of a calendar. Sixty days from the date you receive a complete diligence file, not sixty days from signature. A seller who is slow with documents should not get to run your clock down while he stalls.
Then the seller note, stated up front. Ten percent, the term, the rate, the standby position. Do not let this become a surprise in week eleven. If he has no intention of carrying paper, you want that on the table in week one, while walking is still free.
Then the transition. Hours per week, number of weeks, paid or unpaid, on site or on the phone, and specifically what he is handing over: customer introductions, vendor relationships, the pricing logic that lives in his head and nowhere else.
Then the non-compete. Radius, years, and whether it also binds the brother in law who runs the second crew.
Brokers will tell you a detailed LOI scares sellers off. It scares off the ones you did not want.
Write Yours Before They Send Theirs
Do not wait for the broker's template. Write your version and send it first. Whoever drafts sets the baseline, and the party editing somebody else's document is always negotiating uphill.
Two pages. Non-binding on price and terms. Binding on exclusivity, confidentiality, and your right to terminate for any reason with your deposit returned. An hour of a transaction attorney's time on a two page document runs a few hundred dollars. Measured against what that buyer left on the table, it is the cheapest insurance anywhere in the process.
Build the walk away language in now, because you will need it in month four and you will not feel like fighting by then. Deal fatigue is real. Six months into a search, three dead deals behind you, you will be tempted to sign almost anything just to make the searching stop. That is precisely the moment a thin LOI turns expensive. If the conditions are written down in week one, a price adjustment in week eleven reads as enforcing the agreement rather than as you getting cold feet.
And when the terms do move, rerun the whole thing before you sign anything. Run the revised numbers through DealScore Pro and find out in about sixty seconds whether the deal you agreed to in March is still the deal you are closing in June.
You negotiate best when you can still walk away for free.
What This Means For You
If you are close to locking up a deal, do not sign the broker's template this week. Write your own two page version, get an hour of attorney time on the working capital paragraph and the transition paragraph, and send it before you give up your right to walk.
- Mike
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