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Understanding the Basics of a Deferred Sales Trust

November 3, 2023

understanding the basics of deferred sales trust

A deferred sales trust, often called a DST, is a strategic financial tool that can significantly impact how real estate investors approach trust sales. This ingenious financial solution has gained popularity among savvy investors seeking to optimize their tax obligations while maximizing their investment potential.

A deferred sales trust facilitates a trust sale, where the seller transfers the property into a trust. This trust, managed by a professional trustee, then sells the property to the final buyer. By utilizing this structure, investors can effectively postpone recognizing capital gains taxes until they receive scheduled payments from the trust. Doing so enables them to reinvest more of their proceeds into new opportunities.

What is a Deferred Sales Trust?

A deferred sales trust, or DST, is a financial strategy that real estate investors use to defer capital gains tax. This usually occurs when selling appreciated assets, primarily real estate properties. The process involves the creation of a trust managed by a professional trustee to facilitate the sale of the property.

  1. Property Sale: The investor, often the property owner, agrees with a DST facilitator to establish a trust. Instead of selling the property directly to a buyer, the owner transfers it to the trust.
  2. Trust Ownership: The trust becomes the legal owner of the property, and the trustee assumes control over it. The property is then listed for sale by the trust and negotiates with potential buyers.
  3. Buyer Purchase: Once there is a buyer, the trust sells the property to the buyer. The proceeds from the sale are held within the trust.
  4. Deferral of Capital Gains Tax: Unlike a traditional sale, where capital gains taxes are typically due immediately, the deferred sales trust allows the investor to defer these taxes. The investor does not receive the sales proceeds directly but accepts scheduled payments from the trust.
  5. Scheduled Payments: The investor receives regular installment payments from the trust over an agreed-upon period, often several years. You can customize these payments based on the investor’s financial needs and objectives.
  6. Tax Deferral Period: During the deferral period, the investor’s tax liability on the capital gains from the property sale is postponed. This allows the investor to reinvest the entire sales proceeds, potentially resulting in higher returns.
  7. Taxation Upon Receipt: The investor pays capital gains taxes only when they receive payments from the trust. These payments are subject to capital gains tax rates applicable at that time.

It is important to note that the specifics of a deferred trust sale can vary depending on the structure and terms negotiated between the investor and the trust facilitator. Additionally, compliance with tax regulations is a point to ensure the legality and effectiveness of the strategy. Investors often seek the guidance of financial and legal professionals to set up and manage deferred sales trusts correctly.

4 Steps to Structure a DST Transaction

Structuring a DST transaction involves carefully planned steps to have deferred capital gains on selling real estate assets. Moreover, its success relies on compliance with tax regulations and the participation of legal and financial professionals to ensure the structure is set up accordingly.

Each step must be executed precisely to maximize the benefits of tax deferral and financial flexibility for the investor.

Step 1: Build an LLC

This Limited Liability Company (LLC) is typically created as the intermediary entity facilitating the DST transaction. It serves as a vehicle to hold and manage the assets involved in the transaction.

Step 2: Create a Trust

Next, a trust is established, often referred to as the DST. This trust will serve as the vital component of the transaction, allowing the investor to defer capital gains taxes. The trust is typically irrevocable with specific provisions tailored to meet the investor’s needs.

Step 3: Sell LLC Interest to the Trust

Once the LLC and trust are in place, the investor sells the ownership interest in the LLC to the trust. This transaction is typically structured as an exchange, with the trust taking over the LLC’s real estate assets. Importantly, this transfer is a tax-deferred event, meaning the investor does not recognize capital gains at this stage.

Step 4: Sell Real Estate Assets to a Third Party

After the trust acquires ownership of the LLC and its real estate assets, it can sell the property to a third party. The proceeds from the sale of a house in a trust are then withheld, and the investor’s capital gains tax liability is deferred until they receive scheduled payments from the trust.

Deferred Sales Trust Pros and Cons

Deferred Sales Trust can be a powerful tool for deferring capital gains taxes and optimizing investment opportunities, but it has its complexities and potential drawbacks. Whether or not it will be favorable will depend on your financial situation, goals, and the transaction specifics. Below are the deferred sales trust pros and cons you must keep in mind.

Advantages of Deferred Sales Trust:

  • Capital Gains Tax Deferral: The primary benefit of a DST is deferring capital gains taxes on the sale of appreciated assets. This can free up a significant portion of the sales proceeds for reinvestment, resulting in higher returns.
  • Flexibility in Timing: DSTs provide flexibility in when and how you receive payments. You can customize the payout schedule to align with your financial needs and objectives.
  • Diversification: By deferring taxes, you can reinvest the total sales proceeds in a diversified investment portfolio. Doing so reduces the risk and increases wealth accumulation.
  • Estate Planning: DSTs can be part of an estate planning strategy, allowing you to pass on assets to heirs while deferring capital gains taxes.
  • Asset Protection: Assets held within a DST may have some level of protection from creditors. However, this will depend on state laws and the trust structure.

Disadvantages of Deferred Sales Trust:

  • Complexity: DSTs are complex financial structures that require careful planning and professional guidance. Failing to comply with tax regulations or an incorrect trust structure can have adverse consequences. Moreover, tax laws and rules can change over time, affecting the effectiveness of a DST as a tax deferral strategy.
  • Irrevocable Nature: The trust is typically irrevocable once assets are transferred into a DST. This means you lose control over the assets, which may not be suitable if you want complete control over your investments.
  • Costs: Setting up and maintaining a DST can involve fees and expenses like trustee fees, legal fees, and ongoing administrative costs.
  • Tax Liability Upon Receipt: DST allows you to defer capital gains taxes. However, you must pay taxes on the distributions you receive from the trust. The tax liability may be significant if not appropriately managed.
  • Limited Investment Options: The investments within a DST are typically limited to traditional securities and assets, which may not align with the specific investment preferences of some individuals.

Potential Deferred Sales Trust Problems

When considering a Deferred Sales Trust (DST) as a tax-deferral strategy, you need to first know the potential risks involved. Here are the four risks associated with DSTs:

1. IRS Scrutiny and Compliance Risk

Due to their complex nature, DST transactions can attract scrutiny from the Internal Revenue Service (IRS). If the IRS determines that the DST needs to be structured and executed correctly, it may hamper the tax deferral benefits. This can result in immediate capital gains tax liability. That said, working with experienced professionals and ensuring full compliance with tax regulations is essential.

2. Investment Risk

A professional trustee typically manages investments within a DST. While there may be opportunities for diversification, there are no guarantees of returns. Like any investment, there is a risk of loss or underperformance, which can impact the overall financial outcome of the DST.

3. Limited Control Over Assets

Once assets are transferred into a DST, the investor typically loses direct control over those assets. The trustee usually makes decisions related to the management and disposition of assets. This lack of control may not align with the preferences of some investors who want more hands-on management of their investments.

4. Market and Economic Risk

DSTs often involve a long-term commitment to deferred payments. Market and economic conditions can change over time, affecting the ability of the trust to generate the expected returns to cover future payments. Economic downturns or market volatility can impact the overall performance of the DST and the investor’s income stream.

Deferred Sales Trust IRS Ruling

The IRS recognizes the legitimacy of Deferred Sales Trusts (DSTs) as a legal and viable tax-deferral strategy as long as it is structured and executed correctly. The IRS allows DSTs because they adhere to the fundamental principle of tax deferral, not tax avoidance. DSTs do not eliminate capital gains tax obligations but postpone them until the investor receives scheduled payments from the trust.

The key to IRS compliance lies in adhering to specific guidelines and requirements outlined in the Internal Revenue Code, primarily within Section 453. When a DST transaction aligns with these regulations, the IRS permits investors to defer capital gains taxes on the sale of appreciated assets.

This deferment gives investors greater financial flexibility, allowing them to reinvest a more significant portion of their sales proceeds. However, it is imperative that investors considering a DST ensure strict compliance with IRS guidelines. They can do this by seeking professional guidance to navigate the complexities of these transactions and avoid potential pitfalls.

DST and Seller Financing

Seller financing and a 1031 exchange are two distinct real estate strategies. However, when used together, they can offer unique benefits for real estate investors.

Seller financing happens when the seller of a property provides financing to the buyer, effectively acting as the lender. In contrast, a 1031 exchange allows an investor to defer capital gains taxes. This occurs when the proceeds from selling one investment property into a like-kind replacement property are reinvested. It is also governed by Section 1031 of the Internal Revenue Code.

An investor can unlock several advantages when combining seller financing with a 1031 exchange. One is securing a replacement property with the help of seller financing, which may offer more favorable terms than traditional loans. This can be particularly beneficial when attractive financing options are scarce.

Additionally, the investor can facilitate the 1031 exchange process by using transactional funding. Doing so allows for the smooth and timely transition of funds from selling the relinquished property to acquiring the replacement asset, satisfying the IRS requirements for a successful 1031 exchange.

However, it is essential to correctly structure the seller financing and 1031 exchange. This includes adhering to IRS regulations and seeking professional guidance to navigate the intricacies of these strategies effectively.

Deferred Sales Trust FAQs

Is deferred sales trust legal?

Yes, Deferred Sales Trusts are legal when structured and executed in compliance with the Internal Revenue Code, specifically Section 453. The IRS has upheld these trusts as a legitimate tax-deferral strategy. However, you must ensure proper compliance with IRS guidelines and enlist the assistance of qualified professionals when setting up and managing a DST to ensure its legality and effectiveness.

What types of assets can I put into a deferred sales trust?

Deferred Sales Trusts are typically used for assets with significant capital gains, such as real estate properties. They can also accommodate other types of assets, including businesses, stocks, or other investments, as long as their market value appreciates.

When is the best time to use a deferred sales trust?

The best time to use a Deferred Sales Trust is when you plan to sell a highly appreciated asset and want to defer capital gains taxes while preserving the proceeds for potential reinvestment. DSTs are particularly beneficial when a seller faces substantial tax obligations upon the sale of real estate assets. It offers flexibility in structuring payouts, which can align with your financial goals, whether you need income immediately or want to defer payments into the future. Proper timing and strategic planning are vital to maximizing the benefits of a DST.

Optimize Your Financial Strategy with a Deferred Sales Trust

The Deferred Sales Trust can be a powerful tool in a real estate investor’s toolkit. For one, the IRS recognizes DST as a legal and effective means to defer tax obligations. Second, you can optimize your financing strategy through deferred capital gains taxes on the sale proceeds of appreciated assets.

However, you must seek professional guidance when using DST to ensure compliance with tax regulations. They can enhance your investment potential and grant you greater control over your financial future when structured and executed correctly. Whether you want to diversify your portfolio, accommodate changing life circumstances, or explore new investment opportunities, the deferred sales trust offers a powerful mechanism to defer taxes and maximize your returns.

KEY TAKEAWAYS

  • A deferred sales trust or DST is a financial strategy that real estate investors use to defer capital gains tax on sold appreciated assets, primarily real estate properties.

  • Due to their complex nature, DST transactions can attract scrutiny from the Internal Revenue Service. This can hamper the tax deferral benefits and lead to immediate capital gains tax liability.

  • Nonetheless, the IRS recognizes the legitimacy of DSTs as a legal and viable tax-deferral strategy as long as it is structured and executed correctly.