Jim Peddle retweeted
a seller's cogs is 40% of revenue, but their churn rate sits at 8% monthly.
on the surface, that margin looks healthy.
but 8% monthly churn means two things: the business replaces its entire customer base every 12 months, and unit economics collapse once you factor in acquisition cost.
most m&a analysts miss this during diligence.
they fixate on ebitda and balance sheet ratios, when the real fragility is in how fast customers leave.
a business with 60% cogs and 2% churn is infinitely more acquirable than one with 40% cogs and 8% churn.
if you're prepping a business for sale or evaluating one to buy, pull the monthly churn data
The owner was doing sales and that’s an adjustment to cash flow? Makes no sense. Of course they’re wearing that hat as the owner. If you’re a buyer thinking you can renegotiate a deal with this logic I’m not dealing with you as the seller. Stop over thinking it.
A seller's discretionary earnings figure can mask serious structural problems in a business.
A business owner who built a software company over eight years had consistently strong cash flow.
The P&L looked healthy.
Revenue was growing.
The seller's discretionary earnings number, once you added back the owner's salary, their spouse's consulting arrangement, and several equipment purchases that might not repeat, hit a number that made the business look genuinely valuable.
When a buyer came in serious about acquisition, that number became the anchoring point for the entire valuation.
The buyer used a multiple based on those adjusted earnings to propose a price.
Negotiations happened around that figure.
Everything moved fast.
Then due diligence happened.
The buyer's team dug into three years of actual transactions.
They found that the owner's spouse's "consulting fees" were essentially personal expenses.
Equipment purchases that had been classified as owner adds?
Some were actually regular maintenance costs that would need to happen again.
The customer acquisition cost was higher than the adjusted financials suggested because the owner had been doing a lot of the business development work personally, and had never charged that time back to the business.
Once those adjustments were properly modeled out, the real recurring economics were about 30 percent lower than the initial seller's discretionary earnings had suggested.
The valuation fell accordingly.
The deal still closed, but at a significantly lower price, and the seller's credibility took a hit that made the negotiation harder than it needed to be.
The lesson was simple.
A seller's discretionary earnings number needs to reflect add-backs that truly recur.
Personal expenses, one-time costs, and owner effort that can't be replicated at an acquirer shouldn't live in that calculation.
A buyer with experienced advisors will find these gaps.
When they do, the number loses its power, and the deal becomes contentious over something that could have been resolved cleanly at the start.
Accuracy on your financials costs you nothing upfront.
Fudging the adjusted earnings costs you everything when it matters.
Jim Peddle retweeted
Some notes on Negotiations
1/ When you finish any complex deal you will feel fatigued and worn out. It sometimes feels hard to celebrate. The best deals feel this way. Complex negotiations require compromises. When both (or all) parties make concessions nobody feels great. Everybody felt like they gave more than they wanted. And all wish the other party would have folded easier. That’s the definition of a good negotiation
Jim Peddle retweeted
One of my favorite local real estate stories right now
Des Plaines, IL - In the 1960's, dirt was excavated from the site to help build 294 highway
The giant hole they dug became the 16 acre Peterson Lake
Then they built a huge office complex around it
Fast forward 50+ years and the offices are old, occupancy is down and the land is far more valuable for something else
Then Costco comes along and it's perfect for them, except for the damn lake
So they're filling it and building a Costco Business Center
So basically:
Dig hole to build I-294
Turn hole into lake
Build offices around lake
Offices die
Pump out lake
Turn it back into land
Build Costco next to I-294
Real estate is funny
Jim Peddle retweeted
Had the pleasure of lunching w/ legendary commodity trader Richard Dennis today in Chicago. A Leopold Aschenbrenner of his day, Dennis was nicknamed "the Prince of the Pit." Dennis chased trends, making $50m three times in his career (in the '70s that could buy u something). At 26, he purchased 3% of the White Sox for $300k, selling the stake over the years for $20m.
Was leverage where Aschenbrenner went wrong? No, says, Dennis--he didn't focus on liquidity and avoiding becoming a target of shorts. By more actively trading his positions, he could have avoided the front runners.
"He needed to be more Livermore and less Einstein," Dennis says. "He was a whale who stopped swimming."
What does the 77-old Dennis do all day today? Trade--what did you think? His average holding period? Five days, like most of his career.
"I'm a degenerate trader," he told me, "I'll be out of my positions by the time" you read this.
Great post Steve
I started my career in the M&A group at one of Wall Street's hottest firms (DLJ / CSFB).
Here's what I learned during almost 20 years in the deal business.
Process drives valuation. You can run all the amazing models you want, but ultimately it's the process that creates leverage and drives bidders to a higher price. That's why SMB buyers can still get great deals even in brokered processes. A lot of brokers run bad processes, and that's an opportunity.
The lowest bidder generally gets the first management presentation. It's a dry run for management to dial in their messaging before the credible bidders enter the room.
The banker's pitch book is a marketing document. Take their valuation expectations with a grain of salt. The market, and only the market, knows true price.
The bell curve of bids is predictable. When you're selling a business in a broad process, you'll have a typical distribution of IOIs. You'll have a smattering of low-ball / tire-kickers, you'll have the meaty part of the curve, then you'll have a handful of outliers on the high-side. In my view, those are the most dangerous ones for your process because now your seller is anchored to what's likely an unrealistic number. Yes, sometimes it's legit. A strategic with a ton of synergy, a PE group with a kickass operator, whatever. But it's often buyers playing games to get into a mgmt presentation and now your seller has completely unrealistic expectations.
There's a big difference between the headline price and the actual price. Give the seller the ability to brag to their country club friends that they got $250 million. The reality is, between the earnouts, the rolled equity, etc., the actual deal value's probably a lot lower.
For a seller, every day in market is a bad day. Once you've committed to sell, you need to run as fast as you can to a closing. Only bad things happen. Earthquakes, hurricanes, a crappy stretch in the stock market, wars, whatever. If you sell businesses for a living, the whole 'time kills all deals' thing is all too real.
Retrades happen ALL THE TIME. And yes, I've seen buyers incorporate this directly into their strategy. Overwhelm a seller with diligence requests, watch mgmt take their eye off the ball, see numbers slip marginally vs projections, cut the price. And let's face it, there are also a bunch of legit reasons that deals need to get recut before closing. As a seller, you need to limit the emotional reaction and decide how much you want to get a deal done.
Customer concentration is the #1, #2, AND #3 killer of businesses. I've seen things... Best (worst) story was a PE firm who saw 40% of EBIT get wiped out within 90 days of closing an acquisition. Ultimately filed BK. Still boggles my mind that people can underwrite something like this.
People really are clueless about working capital. Sellers don't understand it, lots of buyers don't understand it, and the banker shopping the deal has never seen it beyond an Excel model. Smart buyers know how to use this to their advantage.
Strong negative correlation between the redlines in the NDA and the likelihood of closing. If someone pencil fvcks the NDA, they're going to be a pain in the as$ to deal with and almost certainly won't be your buyer.
Beware the advisor(s). The divorce attorney negotiating reps & warranties. The CPA opining on valuation. The country club bros saying "You're getting screwed, Jerry got 12x ehbitduh for his widget co..." Lots of people have the ear of the seller - many of them are idiots and / or lying.
Analysis paralysis is a real thing. As a buyer, the point of building a model is to force yourself to think through the key drivers of business value. Torturing yourself over 20bps of incremental return in year 5 is pointless. So much time and energy burned over meaningless assumptions and analysis.
You know the market's near its peak when the boutique investment banks go public, sell themselves to the big guys, or when the big guys start middle market sell-side groups.
The M&A process is nowhere near as complicated as people make it out to be. A lot of i-bankers are just glorified and highly-paid real estate agents - that's the reality.
Price + Terms + Certainty of Close. You have to approach the negotiation recognizing that there's a balance between ALL of them. Maybe you give on price for greater certainty. A solid win on terms can be worth WAY MORE than a quarter turn of multiple. The art of doing a deal is striking the right balance.
Only one thing more painful than busted deal costs... Doing a shitty deal. Sunk cost fallacy is real, and it's brutal.
Jim Peddle retweeted
A common issue I’m seeing in AI-drafted M&A contracts that quietly exposes sellers to serious risk: a full disclosure rep.
What it is: a representation that the seller has not omitted any material fact and has not made any statement that is misleading in light of the information provided. Deal lawyers also call it the 10b-5 rep.
It’s a version of “the truth, the whole truth, and nothing but the truth.”
Where it belongs: investment and financing documents. Where it usually doesn’t: M&A purchase agreements.
The problem: it creates liability for facts outside the negotiated representations. As typically worded, if there was anything about the business the buyer cared about and you didn’t volunteer it, you’re on the hook. It sometimes even extends to things you said outside of the agreement (yes, you could be on the hook for that off-handed remark about how you sales would for sure double next year).
Why it’s a problem: You can’t read the buyer’s mind or rank their priorities. You’re also trading lots of information back and forth, some of which may be incomplete, inaccurate, or taken out of context. The reps and warranties have to speak for themselves. Otherwise you are insuring against risks you don’t even know exist.
How to minimize exposure: If the buyer insists on keeping it, at minimum qualify it to the seller’s knowledge, tie it to the reps and schedules rather than all information provided, and add a materiality qualifier.
The reps you negotiate are the boundary of your liability. A full disclosure rep erases the boundary. AI will give you a draft that reads clean. It won’t tell you what shouldn’t be in it.
Jim Peddle retweeted
Let me help.
I've closed thousands of SBA-financed business acquisitions.
Not as buyer’s counsel or seller’s counsel, but as counsel to SBA lenders.
It’s a completely different perspective than what typically gets shared.
I see purchase agreements drafted by experienced attorneys, first-time buyers, business brokers, AI, and every combination in between.
My job isn't to decide who drafted the documents.
… that said, I do have recommendations.
My job is to answer:
"Is this agreement enforceable and is the SBA guaranty protected?"
Many AI-generated agreements get to “yes,” satisfy SBA requirements, and even make it across the finish line at closing.
That said, getting a deal closed while protecting the lender is not the same thing as protecting the buyer.
That's where experience still matters.
The difficult situations are not typically in the boilerplate or SBA compliance aspects. Instead, you see them in the allocation of risk no one discussed, provisions that create an unintended consequence two years later, or the negotiation that never happened because no one knew to ask.
Could you close an acquisition using AI and no attorney
Absolutely.
Could you close an SBA-compliant acquisition that way?
In many cases, yes.
That doesn't mean it is the best approach.
AI is becoming an exceptional tool. I’ve personally used it for years and plan to implement it more as time goes on in a safe, ethical, and professional manner.
While I remain convinced that it will be one of the most revolutionizing tools of our generation, it will not replace judgment, negotiation, or experience.
Jim Peddle retweeted
You guys clearly don’t get it.
The value of legal is not determined at the time of closing.
It’s valued later when the contract is interpreted and enforced.
The value of a parachute isn’t determined when you pack it. It’s determined when you have to pull the cord.
Closed a deal this week where no lawyers were used
Both sides were in agreement on main terms and used ChatGPT to do the paperwork
Years ago people were paying lawyers thousands of dollars for simple back and forth redlines
Say what you want about the risks, this has to have an impact on the legal profession
Jim Peddle retweeted
We just had a client under LOI to buy a business for $8 million based on a stated EBITDA of $1.7 million.
Then the Quality of Earnings came back.
After cash-to-accrual adjustments and normalizing expenses, actual EBITDA was closer to $1.3 million.
The buyer went back to his lender.
The lender said the most they could finance while maintaining an acceptable debt service coverage ratio was about $6 million.
The seller was furious.
His response was basically, “I’ll just keep the business.”
He said a friend at his country club got $8 million for a similar company, so that’s what he wanted.
He also believed new business in the pipeline would push EBITDA much higher going forward.
So we got creative.
Instead of an earnout, we structured a contingent note.
Contingent notes can work with SBA financing.
Earnouts generally can’t.
It’s one of the most useful tools in lower middle market M&A when the valuation gap is real but both sides still want to get a deal done.
In this episode of Main Street Deals, we break down how contingent notes work and why every searcher and business buyer should have them in their toolbox.
Enjoy!
Contingent note or earnout? On paper they can look like the same thing. Under SBA rules they're not.
@SMB_Attorney and @KHendersonCo get into where the line actually is, and why it matters if you're buying with SBA financing, on this week's Main Street Deals.
Listen on
YouTube: youtu.be/qX4knp1YA7I?si=x4mT…
Spotify: open.spotify.com/episode/7Kp…
Apple Podcasts: podcasts.apple.com/us/podcas…
I suggest you contact rpsengineering.com in Elgin. RPS has specific products for odor control and can assess this situation.
STINKY SITUATION: People in Thornton, Illinois say a foul smell is coming from a water reservoir that is at 94% capacity due to recent rain.
WGN's @AngieSanchezTV spoke with Thornton American Legion manager Lisa Gierucki, who said people aren't even going in their yards because of the stench.
"It smells like a bunch of dirty poopy diapers or just poop on the street," Gierucki says. "When it rains and it's hot, it's horrific."
WGN also spoke with the Village Clerk, who said the smell has become unbearable at times, and could get worse as water recedes this week. They added that there isn't much they can do, because the reservoir is run by the Metropolitan Water Reclamation District.
The District has not responded to questions about the smell.
Jim Peddle retweeted
The deal closed.
The wire cleared.
The buyer had the keys.
And then the seller started trying to destroy the business.
That sounds dramatic, but I’ve seen versions of this happen more than once.
One client bought a business and, three months after closing, got a call from an angry customer.
The customer said a job had been done poorly and wanted it fixed.
The buyer searched the system.
Nothing.
No job file.
No record.
No invoice.
So they asked the customer to send over the purchase order or invoice.
The customer did.
And that’s when the buyer realized the problem.
This was not a job the buyer had done.
It was a job the seller had done after closing.
As it turned out, the seller had not been honoring the non-compete.
He was still running around town doing jobs.
Competing.
Soliciting customers.
Talking to employees.
Actively undermining the buyer.
The buyer called a litigator.
The answer was painful but honest:
Yes, you may have a claim.
Yes, the seller may be violating the purchase agreement.
But enforcing this is going to be expensive.
Probably north of $100,000.
It will require facts, evidence, time, and litigation.
So you need to decide:
Is this an existential threat to the business?
Or is this something you handle by putting your head down, outworking the seller, and moving forward?
That is a brutal decision for a buyer to make three months after closing.
But it happens.
Another buyer bought a business that relied heavily on an Amazon seller account.
The account had 4,500 five-star reviews.
According to Amazon consultants, that account represented millions of dollars of enterprise value.
The problem?
The account was still in the seller’s name.
The seller claimed he tried to transfer it and Amazon said it was not possible.
The buyer’s consultants were hearing something different.
The seller was going to turn it off.
So the buyer went to court and obtained an injunction requiring the seller to keep the account open and continue cooperating.
The key provision?
Further assurances.
A boring-sounding covenant in the purchase agreement that suddenly became one of the most important provisions in the entire deal.
Another buyer could not get the point-of-sale system transferred after closing.
For the first six weeks, the buyer could not properly accept payments.
Meanwhile, the seller was telling customers and employees that the buyer would be out of business in six months and that he would buy the company back out of bankruptcy.
Again, the question became:
What does the purchase agreement say the seller has to do?
What does it prohibit the seller from doing?
What cooperation is required after closing?
What happens when the seller refuses?
This is why covenants matter.
Non-competes.
Non-solicits.
Non-disparagement.
Confidentiality.
Transition assistance.
Further assurances.
Post-closing cooperation.
These are not just filler provisions that lawyers throw into the back half of a purchase agreement.
They are the rules of the road after closing.
And when something goes wrong, they may be the only source of leverage the buyer has.
A lot of buyers think the deal is over when the documents are signed and the money moves.
It is not.
In many deals, closing is just the moment when the buyer finds out whether the seller is actually going to cooperate.
Sometimes they do.
Sometimes they don’t.
And when they don’t, the covenant section of the purchase agreement can become very real, very fast.
That’s what the latest episode of Main Street Deals covers.
Because covenants are not boilerplate.
They are the buyer’s post-closing protection plan.
Enjoy!
A seller who walks away with the relationships, the know-how, and the freedom to compete can quietly undo everything you just paid for.
@SMB_Attorney and @KHendersonCo explain why a well-drafted non-compete is the difference between owning a business and renting its current customers.
🎙️ Watch the full episode, "Restrictive Covenants 101: Protecting Buyers from Bad-Faith Sellers" youtu.be/fGwG64boTy8
Jim Peddle retweeted
Due to Occidental not having graduate programs, I’ve entered the graduate portal.
1 year of eligibility
6’3 190
3.6 GPA
Fastball 85-87 top 89
Slider 2200-2300
Kick Change 800-1000
Began pitching last spring, converted outfielder. No prior pitching experience
@FlatgroundApp
Jim Peddle retweeted
If you are considering selling your company, you should clean the crap out of your books.
Here’s the 80/20 playbook for what you need to do before you should even give your financials to a broker or a banker:
1. Use the right accounting system: Get on QBO. Nobody wants to clean up your shitty peachtree accounting, and when they try to, it’ll take them 5x the time cus the system is old.
2. Get on accrual accounting: You haven’t done accrual historically because it’s harder and your taxes are filed on a cash basis. But accrual is the high grade and this is what you want if you’re going to sell for $5M+. Buyers pay up for visibility.
3. Get monthly financials done: Yearly isn’t good enough. Buyers want to see the trends, and that is not apparent in an annually prepared financial statement.
Once you have this part done, you can start to consider working with a fractional CFO or a QofE provider.
Jim Peddle retweeted
this OpenClaw bot finds warehouse owners & books them solar deals on autopilot...
here's how solar business owners can use it to close $500k+ commercial installs:
- scans 1000s of warehouses via satellite imagery
- scores every roof by size, sun hours & payback
- pierces the LLC to find the actual human owner (not info@)
- renders their building with panels on it + 25-yr savings
- ships them a personalized microsite at their company name
- follows up across email, sms & linkedin
- books calls straight to the calendar 24/7
reply "SOLAR" + RT and i'll send you the full breakdown of how you can do it too (must be following so i can dm)
If you are a business broker is this email from a buyer helpful?
* Any business acquisition is under $5.0 MM, preferably in the service industry:
- A stable Business with reliable cash flow & a strong EBITDA
- A clean business, easy to operate.
I have a very good relationship with ABC Bank & XYZ bank in the Chicagoland area for financing, where I can put down (10% - 20%) as down payment & finance the rest.























