DST Structure & Compliance • Episode 2 of 4

The Seven Deadly Sins of a DST | IRS Restrictions Every 1031 Investor Must Know (Episode 2)

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The Seven Deadly Sins of a DST: Complete guide to IRS Revenue Ruling 2004-86 restrictions. Learn the 7 rules DST sponsors must follow to maintain 1031 exchange eligibility.

Key Takeaways

The Seven Deadly Sins of a DST: IRS Rules Every Investor Must Know. The "seven deadly sins" are the IRS restrictions from Revenue Ruling 2004-86 that govern what DST sponsors can and cannot do. Understanding these rules is essential because they define the entire DST marketplace—from why triple-net properties dominate DST offerings to why you'll never face a capital call. Tom Wall explains each of the seven deadly sins in detail: no new loans, no new leases, no major capital expenditures, no reinvesting sale proceeds, excess cash must be distributed, no business operations, and no capital calls. Learn how these DST restrictions protect investors while also creating limitations you should understand before investing.

Key Points Covered:

  • 1Sin #1 - No Refinancing Allowed: DSTs cannot refinance, modify loan terms, or take on new debt under IRS Revenue Ruling 2004-86—this locks in your original leverage ratio and risk profile, protecting you from unexpected changes but also preventing the DST from capitalizing on lower interest rates.
  • 2Sin #2 - No New Leases: DSTs cannot enter into new leases or renegotiate existing lease terms—this is why triple-net (NNN) properties with long-term leases dominate DST offerings, since they require minimal lease management.
  • 3Sin #3 - No Major Capital Expenditures: DSTs cannot make structural improvements or significant repairs beyond what's pre-budgeted, which preserves the passive investment nature—another reason NNN tenants (who handle their own maintenance) are preferred.
  • 4Sin #4 - No Reinvesting Sale Proceeds: If a DST sells one property in a portfolio, those proceeds must be distributed to investors—the trust cannot use the money to acquire new properties, ensuring you maintain direct ownership of your pro-rata share.
  • 5Sin #5 - Distribute Excess Cash: DSTs must distribute excess cash flow above reasonable operating reserves to investors—they cannot accumulate large cash positions, ensuring investors receive regular distributions.
  • 6Sin #6 - No Business Operations: DSTs can only hold real estate and collect rent—they cannot operate businesses or provide services, keeping the trust as a pure passive investment structure for tax purposes.
  • 7Sin #7 - No Capital Calls: DSTs cannot request additional capital contributions from investors after the initial offering, meaning you'll never receive a surprise funding request—if additional funds are needed, they must come from other sources.
Who this is for: DST investors who want to understand the structural limitations of their investments and IRS compliance requirements

Topics Covered

seven deadly sins dstdst irs rulesrevenue ruling 2004-86dst restrictionsirs dst requirementsdst compliance7 deadly sins dstdst limitations

Frequently Asked Questions

What are the seven deadly sins of a DST?
Seven IRS restrictions from Revenue Ruling 2004-86: no refinancing, no new leases, no major capital expenditures, no reinvesting sale proceeds, excess cash must be distributed, no business operations, and no capital calls. Violating any could disqualify the DST from 1031 treatment.
Do the seven deadly sins make DSTs safer or riskier than traditional real estate?
It's a tradeoff. Safer: you won't face surprise capital calls, your leverage ratio stays fixed, and sponsors can't materially change the deal after you invest. Riskier: if problems arise, the DST can't refinance to escape a bad loan or raise emergency capital. Note: DSTs with master tenant structures CAN re-tenant vacant properties through the master tenant—but single-tenant DSTs without this structure cannot. Traditional real estate offers more flexibility in distressed situations.
What happens if a sponsor accidentally violates one of the seven deadly sins?
A violation could potentially disqualify the DST as 'like-kind' property, triggering capital gains taxes for all investors who used 1031 exchange proceeds. This is why sponsors have compliance teams and legal counsel monitoring every decision. In practice, violations are rare—sponsors are highly motivated to stay compliant since their reputation depends on it.
Are there any workarounds to the seven deadly sins?
Yes, two main structures: (1) Master tenant leases place an intermediary between the DST and actual tenants, so the DST maintains one long-term lease while the master tenant handles re-tenanting. (2) Springing LLCs are dormant entities that can be activated in emergencies, converting the DST to an LLC that can refinance or take other prohibited actions—though this may trigger taxes.

Full Transcript

Hello and welcome to the exchange, your resource for 1031 market intelligence and education. My name is Tom Wall, partner here at Anchor1031, and this is episode two of our four-part series discussing the structure of a DST. This episode is one of my favorites where we take a look at the seven deadly sins of a DST. I'll give investors an overview of the restrictions that the IRS has put on DSTs to make it eligible for a 1031 exchange.

So, to jump right in, the concept of the seven deadly sins of a DST refers to a specific set of activities that a DST sponsor has to avoid in order to maintain the trust tax advantage status per the IRS's revenue ruling 2004-86. These restrictions are crucial for ensuring that this DST qualifies for 1031 exchange purposes and in a lot of ways it informs the type of assets that DST sponsors ultimately buy and choose to put in the DST structure. So to understand the seven deadly sins is to understand the DST marketplace.

In some ways, these rules force the sponsor to be transparent and limit the opportunity for a sponsor to actually mismanage an asset. However, they can also be very restrictive. They can limit upside potential and pose challenges for certain investments.

So, without further ado, here are the seven deadly sins of DSTs. Number one, there's no renegotiating of terms of existing loans or entering into new loans. Number two, there's no leasing or renegotiating existing lease. Number three, there are no major capital expenditures allowed. Number four, no reinvesting proceeds from a sale of a property. Number five, excess reserves must be distributed to investors. Number six, no business operations are allowed. And number seven, no future capital contributions, which means capital calls are prohibited.

Now, let's take a deep dive into each sin.

Sin number one, no renegotiating loans or entering into new loans. The DST cannot refinance, modify the terms of, or take on new debt. The reasoning here is if the DST could take on new debt, it could fundamentally alter the risk profile that investors signed up for. So, before a DST ever comes to market, the loan structure is going to be set by the sponsor. They're going to go and get the financing, and they're going to underwrite the deal with a certain loan amount, with a certain amount of equity raised, and a certain debt service coverage ratio. So, once those projections are in and the deal is brought to market, the sponsor cannot go back and alter the financial leverage on the property.

This does have some trade-offs. We typically see new loans with more favorable terms as time passes and interest rates change. If a DST is locked into a higher interest rate loan, it is unable to refinance to take advantage of those lower rates. On the flip side, if we see rates go higher, the DST would be insulated from rising interest rates.

Sin number two, no leasing or renegotiating existing leases. The DST cannot enter into new leases or renegotiate the existing lease terms. This can be problematic if a tenant wants to leave early or if market rents have changed significantly. For example, if market rents increase and your tenant's lease is up for renewal, the DST cannot negotiate a higher rent. That means investors may miss out on additional income. Conversely, if rents go down and your tenant doesn't renew, you may be stuck with a vacant property with no ability to sign a new lease.

This is one of the main reasons why triple net properties are so popular in the DST space. Long-term triple net leases align well with this restriction because they provide for long-term stable income with minimal lease negotiations.

Sin number three, no major capital expenditures. The DST cannot make structural improvements or significant repairs beyond what's already been budgeted for. So, any capital repairs need to be anticipated ahead of time and built into the budget, but unexpected major expenses could pose a challenge. This restriction helps preserve the passive investment nature of the DST. DST investors should not expect to have to contribute capital to make repairs, and so this is how that's kind of achieved in the DST structure. Again, this is one of the reasons that triple net properties are so popular. NNN tenants are responsible for most property expenses, including maintenance, repairs, and capital improvements, which eliminates this risk for the DST and its investors.

Sin number four, no reinvesting proceeds from a sale. If the DST sells an asset, the proceeds cannot be used to purchase new assets within the trust. This is particularly relevant for DSTs that hold a portfolio of properties. If one asset sells, those proceeds are distributed to investors. The DST structure actually has investors on title, and so investors own their pro rata share of every property in that portfolio. So, if a property sells, the investors actually own their pro rata share of the sale. When it comes to their 1031 exchange, they can either roll those proceeds, just the amount from the property that was sold, into a new DST, or they can take that money and pay taxes and deploy it elsewhere.

Sin number five, distribute excess cash. So, essentially, the DST is required to distribute any excess cash flow to investors. It cannot accumulate large reserves beyond what's necessary for operations. In practice, we see most DST sponsors hold a reasonable amount of cash in reserve for unforeseen circumstances, but the excess must be paid out. Reserves are reviewed on a regular basis. We see some DSTs hold back reserves during the early hold period when there's a lot of uncertainty, and then distribute excess reserves later.

Sin number six, no business operations. The DST is prohibited from engaging in active business operations. This means the trust can only collect rents and hold real estate. It cannot offer services or manage businesses. This keeps the DST as a passive investment and preserves its status as a trust for tax purposes.

And finally, sin number seven, no capital calls. The DST cannot accept additional capital contributions from investors after the initial offering period. If additional funds are needed for any reason, they have to come from other sources, not from the investors. This protects the investors from any unexpected funding requests.

So, in summary, the seven deadly sins are designed to maintain the DST's tax-advantaged status while keeping it a passive investment for investors. They impose real limitations that sponsors and investors need to work within. However, they also provide structure and protections that many investors appreciate.

So now you have an understanding of the seven deadly sins of a DST. Make sure to stay tuned for episode three where we discuss the master tenant lease, a creative solution that sponsors use to work around some of these restrictions. If you're interested in learning more about DST investments, please check out anchor1031.com, and thank you for watching.

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Disclosure

Tax Complexity and Investment Risk

Tax laws and regulations, including but not limited to Internal Revenue Code Section 1031, bonus depreciation rules, cost segregation studies, and other tax strategies, contain complex concepts that may vary depending on individual circumstances. Tax consequences related to real estate investments, depreciation benefits, and other tax strategies discussed herein may vary significantly based on each investor's specific situation and current tax legislation. Anchor1031, LLC and Great Point Capital, LLC make no representation or warranty of any kind with respect to the tax consequences of your investment or that the IRS will not challenge any such treatment. You should consult with and rely on your own tax advisor about all tax aspects with respect to your particular circumstances. Please note that Anchor1031 and Great Point Capital, LLC do not provide tax advice.

Anchor1031

The information contained in this article is for general educational purposes only and does not constitute legal, tax, investment, or financial advice. This content is not a recommendation or offer to buy or sell securities. The content is provided as general information and should not be relied upon as a substitute for professional consultation with qualified legal, tax, or financial advisors.

Tax laws, regulations, and IRS guidance regarding 1031 exchanges are complex and subject to change. Information herein may include forward-looking statements, hypothetical information, calculations, or financial estimates that are inherently uncertain. Past performance is never indicative of future performance. The information presented may not reflect the most current legal developments, regulatory changes, or interpretations. Individual circumstances vary significantly, and strategies that may be appropriate for one investor may not be suitable for another.

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