Pros and Cons of Deferred Sales Trusts - Sera Capital (2024)

Pros and Cons of Deferred Sales Trusts - Sera Capital (1)A Deferred Sales Trust (DST) is a legal framework that allows the seller of an asset, such as real estate or a business, to postpone paying taxes on the proceeds of the sale. The seller transfers ownership of the object to the trust, which then sells it to a buyer. Rather than receiving all the selling earnings simultaneously, the seller receives payments from the trust over time (think installment sale) while the sale funds remain in the trust.

Because they are only required to pay taxes on the sale profits once they receive payments from the trust, delaying the receipt of the sale money may allow the seller to reduce their immediate tax obligations. While several tax deferment strategies exist, the Deferred Sales Trust (DST) provides you with benefits and flexibility that the others don’t. Still, it’s not for everyone.

In this article, we will look at the pros and cons of a DST to give you a better understanding of what it is and how it could benefit you.

Pros of Deferred Sales Trust

Deferred Taxation

One of the primary advantages of a DST is the ability to postpone taxes on asset sales. By transferring asset ownership to the trust, the seller can defer paying taxes on the sale gains until they begin receiving payments from the trust. As a result, the seller may be able to save a significant amount of money and minimize their tax liability and has the potential to play some tax arbitrage instead of just paying one big tax payment to Uncle Sam.

Payment Terms That Can Be Changed

A DST allows the seller to tailor the payment terms to their needs. It could entail determining the size and timing of payments and adjusting payment terms in response to changes in their financial situation. This adaptability could be helpful for sellers who want to control their income and cash flow better.

Diversification

Investing the selling proceeds in diverse assets may assist the seller in diversifying their portfolio, thus lowering risk. It could be beneficial for sellers who want to reduce their exposure to a specific asset or market.

Estate Administration

A DST can be an effective estate planning tool, allowing the seller to transfer assets to their offspring while potentially cutting estate taxes. It may increase the likelihood that the seller's money will be protected and distributed by their preferences.

1031 Exchange Rescue

For those investors who need help to successfully exit a 1031 exchange into 1031 property or a Delaware Statutory Trust, the Deferred Sales Trust may be an appropriate option, provided that your Qualified Intermediary is willing to send the investment assets to the trust. Opportunity Zone Funds are also potential backups.

Purchase Additional Property

Suppose, for some reason, you'd like to purchase additional property without having to meet the strict 1031 exchange requirements. In that case, the DST allows you to form an LLC to purchase other property without the 1031 restrictions. This will enable investors more time to make an educated decision while keeping their funds in short-term treasuries while they keep looking. You probably know you can't do a 1031 exchange for the property flippers out there. The DST may be a way for you to keep growing without taking a big haircut on every flip.

Cons of Deferred Sales Trust

Complexity

Creating and administering a DST can be difficult, necessitating the assistance of experts like lawyers, accountants, and financial consultants. As a result, it may be more costly and time-consuming than other tax-deferral strategies.

Cost

Creating and maintaining a DST may be expensive, canceling off any possible tax benefits. A DST's pricing may include trustee costs, legal and accounting fees, and other expenses.

Eligibility Restrictions

To qualify, the seller must meet specific criteria, and not all assets are eligible for a DST. It could entail having a large tax bill, being willing to postpone payment, and accepting the risks associated with the trust structure.

Risk

There is a possibility that the trust will operate differently than planned, which might lead to income loss and force the seller to pay taxes on the sale profits earlier than planned. The trust's risk is affected by the agreement's content, the trustee's financial situation, and other elements.

Step Up in Basis

While deferring capital gains taxes is the primary point of Deferred Sales Trusts, the reason why they're allowed is that our friend in Washington does receive the tax payment. There is no step-up in cost basis for those family members.

Limited Liquidity

Because the sale earnings are stored in trust and distributed over time, the seller may only have limited access to them during the trust's duration. It can restrict the seller's freedom to invest or spend the money however they see fit. Overall, a DST may be a helpful estate planning and tax deferral tool for those who qualify.

Before choosing if a DST is the best course of action for your particular situation, it is essential to thoroughly weigh the drawbacks and potential hazards of such a plan and speak with a group of experts.

Conclusion

A Deferred Sales Trust (DST) can help people manage their income and estate planning needs while delaying taxes on the sale of an asset. However, some disadvantages exist, such as complexity, expense, eligibility restrictions, risk, and a lack of liquidity.

Before deciding whether a DST is the best course of action for your specific situation, it is critical to thoroughly weigh its benefits and drawbacks and consult with a group of experts. Are you thinking of working doing a Deferred Sales Trust?

Contact us, Sera Capital, for a free 30-minute call to discuss your situation and how we can help you.

Sera Capital is a wealth management consulting firm specializing in all aspects and all available tax-efficient exit options for business owners, real estate investors, and developers. Our team works with you and your advisors to examine all available solutions, including 1031 Exchanges, Delaware Statutory Trusts, 721 UPREITS, Opportunity Zone Funds, and Section 453 Installment Sales, including Deferred Sales Trusts and Structured Installment Sales. We have two mottos. The first is “We help landlords and business owners exit tax efficiently,” and our second is “When you want out, call us in.”

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Pros and Cons of Deferred Sales Trusts - Sera Capital (2024)

FAQs

Pros and Cons of Deferred Sales Trusts - Sera Capital? ›

A Deferred Sales Trust (DST) can help people manage their income and estate planning needs while delaying taxes on the sale of an asset. However, some disadvantages exist, such as complexity, expense, eligibility restrictions, risk, and a lack of liquidity.

What is the downside of a Deferred Sales Trust? ›

Deferred sales trusts are highly complex legal structures. Costs of setting up and maintaining the trust can erode profits. Illiquidity. Investments in mutual funds, REITs or bonds may increase exposure to market risk.

What are the pros and cons of the 721 exchange? ›

The 721 Exchange offers advantages such as passive income, investment diversity and estate planning benefits. However, there are also disadvantages, including restrictions on direct property contribution, potential tax implications upon subsequent conversion of OP Units and limitations on subsequent exchanges.

What is the IRS position on a Deferred Sales Trust? ›

Deferred Sales Trusts are also 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.

How much are Deferred Sales Trust fees? ›

On average, setup fees and maintenance fees may be higher than other tax deferral strategies. An attorney usually charges a fee to set up the trust, often 1.5% of the asset's value of the first $1 million and 1.25% of anything over $1 million.

What is the deferred sales trust lawsuit? ›

More recently, the Internal Revenue Service filed a lawsuit to enforce a summons on a matter involving a Deferred Sales Trust. The Deferred Sales Trust is becoming a more common type of tax promotion used by promoters aimed at taxpayers seeking to dispose of their assets and reduce their tax liability.

What assets can be sold in a deferred sales trust? ›

The process starts with an owner wishing to sell his or her appreciated assets which may include Real Estate, a business, high value collectables, crypto currency or highly concentrated stock positions, The Seller will typically follow traditional methods including hiring professional agents or brokers to market the ...

What is the 721 exchange for dummies? ›

Section 721 of the Internal Revenue Code allows investors to contribute property in exchange for interest in a partnership. REITs often hold their properties through an operating partnership or umbrella partnership REIT, or UPREIT. By contributing property, a 721 investor receives OP units.

What is the difference between a 1031 exchange and a 721 exchange? ›

Investors must perform 1031 exchanges with like-kind real estate properties. A 721 exchange would not satisfy the requirements for a 1031 exchange because the units of equity interest are not of the same character or nature as the real estate property.

How to report a 721 exchange on tax return? ›

The 721 exchange itself is generally tax-deferred and does not require immediate reporting to the IRS. However, you will need to track the basis of your original property. This basis carries over to the partnership units you receive. Proper documentation of the transaction is vital to avoid potential future tax issues.

Who is the beneficiary of a deferred sales trust? ›

The income generated from the deferred sales trust is distributed to the beneficiaries of the trust, who are typically the seller and their family members. The income can be distributed over a period of time, such as monthly or annually, or it can be reinvested for further growth.

Is a deferred sales trust irrevocable? ›

Specifically, a DST is an irrevocable trust that utilizes installment sale treatment under Internal Revenue Code §453 in order to defer the taxes due on the sale of a business, real property, or other capital assets.

Are DST distributions taxable? ›

In a DST, income is only taxed at the individual investor level, fostering a more streamlined and tax-efficient investment structure. While pass-through taxation offers advantages, it also places responsibility on DST investors for reporting and paying taxes on their share of the trust's income.

Is a Deferred Sales Trust legit? ›

A Deferred Sales Trust is a legal method for deferring capital gains even though you sell your appreciated property instead of exchanging it. In a 1031 exchange, 1033 exchange, or 721 exchange, you don't actually sell your property.

What can I do instead of a 1031 exchange? ›

Here are a few alternatives to 1031 exchanges to consider:
  • Opportunity Zones. Opportunity Zones are designated as economically distressed areas in which investors can receive tax benefits for real estate investments. ...
  • Delaware Statutory Trusts (DSTs). ...
  • Installment Sales. ...
  • Paying Capital Gains Taxes. ...
  • 721 Exchanges.
Jun 15, 2023

How do you calculate deferred sales charge? ›

The CDSC declines over time and is usually zero after a specified period. CDSC is calculated as a percentage of the redemption amount and is typically in the range of 1% to 4%. For example, if an investor redeems $10,000 of mutual fund shares with a CDSC of 2%, the investor would pay a $200 CDSC.

What are the pros and cons of a deferred income trust? ›

Conclusion. A Deferred Sales Trust (DST) can help people manage their income and estate planning needs while delaying taxes on the sale of an asset. However, some disadvantages exist, such as complexity, expense, eligibility restrictions, risk, and a lack of liquidity.

What are the disadvantages of deferred revenue? ›

One of the most common risks with deferred revenue is cash flow management. Consider a company that receives a large sum of cash from a customer at the start of the year for a one year software implementation project. But the company uses all of that cash to finance growth and expansion with new marketing initiatives.

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