08/31/2026
A local coffee shop recently sold, and the tax outcome came down to how the deal was built. β
The buyers purchased the business assets.
The original owners kept the building and the apartments above it, then rented the space back to the new operators.
Same storefront, very different tax result than selling the whole business would have produced.
That's the part a lot of owners miss: when you sell, you can generally sell the assets or sell the business as a whole. And even at an identical price, they're taxed differently.
An asset sale can often be structured as an installment sale to spread the income (and the tax) across several years. An entity sale generally reports the whole gain in the year of the sale, all at once.
So it's really a timing question.
The catch: these choices are hard to make well once a deal is already on the table. They work best planned well ahead.
If you sold your business, would you know which structure serves you better? Let's talk before it's a final decision.