The Danger of Adding Debt in a 1031 DST Exchange: A Hypothetical Case Study

By: Steve Haskell, Vice President, Kay Properties and Investments, LLC

Below is a hypothetical example of a 1031 exchange investor that purchased DSTs with loans on them. It exemplifies the risk of debt, and the potential benefits of remaining as debt free as possible when investing in DSTs.

James had $500,000 from the sale of an apartment duplex he owned for over 25 years. He owed $150,000 in capital gains and recapture of depreciation, so he decided to defer his taxes by conducting a 1031 exchange into DSTs.

Despite not having a requirement to take on debt, James’s financial advisor had him exchange into a DST with 50% loan to value. He assured James it was ok because the DST sponsor company was well known and had been around for years, it was a modest level of debt, that the appreciation potential would be higher with the debt and that debt can provide some tax sheltering. James invested in the DST and took on $1M in property, $500,000 of it being debt.

The property was sold 4 years later at a major loss due to the loan coming due. The advisor did NOT educate James on the risk of debt, and how debt can put the asset in precarious situations, potentially forcing the sponsor to sell at inopportune times to prevent foreclosure, distributions being lowered and/or being stopped altogether.

Upon the sale of the property, James only had $250,000 of his original $500,000 invested after paying off the debt. The unfortunate problem is that James now needs to conduct another 1031 exchange into $750,000 in total property value (per the IRS 1031 exchange rule of purchasing equal or greater value in replacement property as you had in the property you sold) in order to prevent a taxable event and pay taxes out of pocket.

James at this point found himself in a precarious situation of needing to exchange into properties that had at least a 67% loan to value in order for him to complete his 1031 exchange, which higher loan to value properties are difficult to find in today’s market, unless he wanted to add cash to the exchange or purchase an interest into a DST with 80%+ Loan to Value called a Zero Coupon DST (zero coupon DST properties have no cash flow to the investors as 100% of the income from the tenant is paid to the lender).

James now with the help and guidance of his financial advisor, receives potentially no cash flow on a portion of his equity that had to go into the Zero Coupon DST, has half of the amount of equity he had originally and went from an all cash debt free 1031 exchange situation to a 67% loan to value 1031 exchange situation.

Investors should be careful if a financial advisor recommends that they purchase DST investments with debt on them if they have already paid off their properties and own them free and clear. The risks of debt are very real and can potentially be exasperated if things don’t go as planned with the DST property. Although almost all real estate backed investments contain risk and have no guarantees, James’ outcome may have been more positive for him if his advisor had recommended the All-Cash/Debt-Free DST offering. If that had been James’ choice, the DST may not have sold the property at an inopportune time. The DST could have chosen to hold the property, since there was no loan at maturity forcing a sale or refinance; and the DST could in that case, continue to distribute any available cash flow as defined in its trust agreement.

If you are interested in a list of All-Cash/Debt-Free DST options, contact Kay Properties & Investments at

Please visit for more details as well as to register for a list of currently available 1031 DST investments, call us at 1-(855) 899-4597or email

About Kay Properties and

Kay Properties is a national Delaware Statutory Trust (DST) investment firm. The platform provides access to the marketplace of DSTs from over 25 different sponsor companies, custom DSTs only available to Kay clients, independent advice on DST sponsor companies, full due diligence and vetting on each DST (typically 20-40 DSTs) and a DST secondary market.  Kay Properties team members collectively have over 115 years of real estate experience, are licensed in all 50 states, and have participated in over 21 Billion of DST 1031 investments.

This material does not constitute an offer to sell nor a solicitation of an offer to buy any security. Such offers can be made only by the confidential Private Placement Memorandum (the “Memorandum”). Please read the entire Memorandum paying special attention to the risk section prior investing.  IRC Section 1031, IRC Section 1033 and IRC Section 721 are complex tax codes therefore you should consult your tax or legal professional for details regarding your situation.  There are material risks associated with investing in real estate securities including illiquidity, vacancies, general market conditions and competition, lack of operating history, interest rate risks, general risks of owning/operating commercial and multifamily properties, financing risks, potential adverse tax consequences, general economic risks, development risks and long hold periods. There is a risk of loss of the entire investment principal. Past performance is not a guarantee of future results. Potential cash flow, potential returns and potential appreciation are not guaranteed.

Nothing contained on this website constitutes tax, legal, insurance or investment advice, nor does it constitute a solicitation or an offer to buy or sell any security or other financial instrument. Securities offered through Growth Capital Services, member FINRASIPC, Office of Supervisory Jurisdiction located at 2093 Philadelphia Pike Suite 4196 Claymont, DE 19703.

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