Kentucky taxes capital gains as ordinary income (4.0%), stacked on federal capital gains and the 3.8% NIIT. Here's how to spread the gain across years and keep more of it.
A plain-English guide for sellers: how a structured installment sale defers the tax when you sell a business, practice, or property — the math, the alternatives, and how to know if your deal fits.
Drop your info — instant PDF download + within 1 business day Hans will email a preliminary read on which structure fits your deal. No retainer. Carrier compensates the broker — not you.
📞 Hans Goldstein · 213-290-4977 · CA Insurance License #4322192 · Independent §453 specialist · Goldstein & Co. LLC
Kentucky taxes capital gains as ordinary income, a flat 4.0%. Kentucky's flat rate applies to all capital gains. Stacked on the federal rate (up to 20%) and the 3.8% Net Investment Income Tax, a one-year sale of a business, building, or appreciated asset takes a serious bite.
The federal tax, the 3.8% surtax, and your Kentucky tax are all driven by recognizing the gain in a single year. A §453 structured installment sale lets you receive the proceeds, and pay the tax, over future years, keeping more of the gain in lower brackets, reducing the surtax, and lowering the Kentucky tax in the deferred years. Payments are backed by an A-rated carrier, and because it's a federal statute it works fully in Kentucky. Unlike a 1031, no replacement property is required.
Estimate your number on the calculator (select Kentucky), then plan the structure before you sign.
Kentucky taxes capital gains as ordinary income, a flat 4.0%. This is on top of the federal rate (up to 20%) and the 3.8% NIIT.
Yes. A §453 structured installment sale spreads the proceeds and gain over multiple years, lowering the federal and Kentucky tax in the deferred years. It's a federal strategy that works in Kentucky.
A 1031 works for like-kind real estate if you reinvest on schedule. A structured installment sale fits if you want to exit real estate, are selling a business or stock, or can't find a replacement property.
Yes, prior depreciation is recaptured at sale and generally recognized in the year of sale even in an installment sale. The capital-gain portion is what gets spread.
Use the free capital gains tax calculator, select Kentucky, and it estimates federal + state + NIIT + recapture, then shows the savings from deferring.
Before you sign anything, run your numbers with someone who structures the deal to be tax-smart and audit-ready from day one.
Call 213-340-2018 Run the Numbers →