Overview of the Structured Sale Using the Deferred Sales Trust™

Taxpayers must address the issue of capital gain taxes when selling or disposing of real estate, a business or other highly appreciated property ("assets").  Real estate or personal property that has appreciated or grown in value while owned by the taxpayer will generally trigger the payment of capital gain taxes upon the sale or disposition of the asset.  In addition to capital gain taxes, asset sales or dispositions may also trigger depreciation recapture in the year of the sale or disposition.  

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Generally, most taxpayers are searching for income tax planning strategies that will allow them to defer, structure, exclude or avoid the payment of their capital gain taxes and depreciation recapture taxes.  Sorting through all of the various tax-deferral and tax-exclusion strategies and structures available to you can be very frustrating, confusing and complicated. 

You should always review your income, capital gain tax and depreciation recapture tax situations and the various tax deferred and tax exclusion structures available with your tax and legal advisors before proceeding with any sale of property and/or transaction structure.

1031 Exchange May Not Be the Right or Best Solution

Taxpayers have generally flocked to the 1031 Exchange in order to defer the payment of their capital gain taxes and their depreciation recapture taxes, if any.  The 1031 Exchange is an excellent tool when you wish to defer the payment of your capital gain taxes generated from the sale or disposition of your real property or personal property by reinvesting in replacement property. 

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Your capital gain taxes and depreciation recapture taxes can be deferred indefinitely by continually structuring and using 1031 Exchange strategies.   Your capital gain and depreciation recapture taxes are deferred throughout your lifetime until you ultimately stop 1031 Exchanging and sell or dispose of the property and recognize and pay your capital gain and depreciation recapture taxes. 

However, the 1031 Exchange requires that you acquire one or more like-kind replacement properties in order to defer the payment of your capital gain taxes upon the sale of the real or personal property. 

What about those who are selling an asset and do not want to structure a 1031 Exchange and acquire like-kind replacement property, especially an asset where it can prove to be very difficult to locate and acquire like-kind replacement properties for such as the sale of a business operation?  You may decide to just sell the asset, cash out, and move on with your life, but you do not want to pay all of your capital gain taxes in the year of sale. 

Structure Sale Using a Seller Carry Back Note

This situation can be easily solved with a structured sale, which is often referred to as a seller carry back note or seller financing, pursuant to Section 453 of the Internal Revenue Code.  You would structure the sale or disposition of real property or personal property to include seller financing where you finance all or a portion of the acquisition of your real or personal property by the buyer. 

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The structured sale strategy has positive and negative benefits like any other tax deferred or tax exclusion strategy.  Your capital gains can be deferred over the period of the installment sale note depending on how the note is structured and how much of the transaction is financed using the installment sale note.  Your depreciation recapture is generally recognized and taxable in the year of sale and can not be deferred over the term of the note.  This last issue is always a big surprise to investors when tax time comes around.

Possibly the biggest negative is the risk that the buyer will default on the structured sale  The process to foreclose or otherwise resolve the note default can take significant amounts of time and money, and the asset may have been damaged by the buyer in the meantime. 

Structured sales using the Deferred Sales Trust™ can eliminate this risk and provide some other great advantages in structuring the sale or disposition of your real estate or other personal property so that you can defer the payment of your capital gain taxes over time rather than paying them all in the year of sale. 

What is a Structured Sale With a Deferred Sales Trust?

Structured sales through the use of a Deferred Sales Trust™ or DST™ just might be the tax-deferred solution you are looking for as an alternative tax deferred structure to the 1031 Exchange.  The structured sale using the Deferred Sales Trust can be a very effective tax-deferred strategy because you do not acquire any like-kind replacement property. 

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Structured sales using the Deferred Sales Trusts are drafted pursuant to Section 453 of the Internal Revenue Code just like an installment sale note.  Your capital gain is recognized, but it is deferred over a predetermined period of time that you choose in advance.

Using the structured sale through the Deferred Sales Trust reduces your risk exposure related to the seller carry back note because the buyer must pay for the asset(s).  The Deferred Sales Trust receives the sales proceeds and may defer the payment of your capital gain taxes by preventing your receipt of the sales proceeds until a future date when the periodic payments are made. 

The periodic note payments from the structured settlement are made or distributed to you pursuant to an structured sale installment note or seller carry back note that you directed or negotiated during the establishment of the structured sale Deferred Sales Trust.  You could call it a self-directed note because you have control over the structure of the installment sale note. 

Internal Revenue Service Issues Private Letter Ruling

The Internal Revenue Service has issued a Private Letter Ruling regarding the structured sale Deferred Sales Trust tax deferred planning strategy.  You can contact Exeter Fiduciary Services, LLC for more complete details or to obtain a copy of the Private Letter Ruling. 

The structured sale approach via the Deferred Sales Trust is the only stucture designed and implemented pursuant to Section 453 of the Internal Revenue Code that has an actual Private Letter Ruling from the Internal Revenue Service. 

Request a Free Deferred Sales Trust Illustration

We would be happy to provide you with a Free Structured Sale Deferred Sales Trust Illustration to help you decide whether the Structured Sales using a Deferred Sales Trust will provide you with any tax deferred benefits.  See for yourself. 

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