Post-mortems of real deals

Educated. Successful. Smart.
Still, they failed.

Learn why — before you buy a business. Buyers and founders tell on camera how their acquisition fell apart. Each story becomes a case study: what went wrong, at which stage of the deal, and the due-diligence step that would have caught it.

0deals dissected
$0lost, where stated (9 of 15)
0mistakes catalogued
Operational problemsmost common mistake
1 fatal · 4 major 1:18:22

How to Recover from a Fraudulent Seller | Jason Jackson Interview

dental practices · 2017 · Recovered

“If you see cracks in a seller’s integrity, do not try to price or structure around them—stop, verify, or walk.”

Misrepresented financialsDue-diligence gapsLegal / regulatoryKey people leftCulture clashPoor strategic fit
$5M lost 6 major 1:32:58

The 7 Year Collapse of an SBA Acquisition | Scott Duncan Interview

tool and die · 2018 · Bankruptcy

“If the seller, a few craftsmen, or one customer relationship are the real business, you are not buying systems—you are buying people who can walk out the door.”

Key people leftCustomer concentrationOperational problemsToo much debtMarket shiftCulture clash
5 major 1:02:29

I Bought a $7M Roofing Business… Then Almost Lost It

commercial roofing · 2022 · Recovered

“In a relationship-driven business, you are not just buying revenue—you are buying customer trust, seller credibility, and a team’s willingness to follow you.”

Customer concentrationKey people leftCulture clashDue-diligence gapsOperational problemsPoor strategic fit
3 major 1:20:53

Raise $800k to Buy an $8m Business | Kevin Bibelhausen Interview

textiles · 2023 · Still struggling

“In an inventory-heavy acquisition, closing the deal is not enough—you must also finance the cash gap between buying product and getting paid.”

Too much debtOperational problemsMisrepresented financialsCulture clash
$160K lost 2 fatal · 4 major 1:29:13

How 1 SBA Loan Brought Down 2 Businesses | Edgar Galindo Interview

landscaping · Bankruptcy

“Do not let a new add-on acquisition borrow against your healthy platform until the people, liabilities, and downside are fully understood.”

Too much debtKey people leftMisrepresented financialsLegal / regulatoryCulture clashPoor strategic fitIntegration failure