Capital Gains Tax Deferral
Tax Deferral Solutions for Appreciated Assets
Selling highly appreciated assets can trigger significant capital gains tax liabilities. While there are many tax deferral strategies available, no single solution fits every situation. That’s why we begin with the most important step—understanding your goals.
We take the time to ask thoughtful questions: Why are you selling? How much liquidity and flexibility do you need? What level of deferral and risk are you comfortable with? From there, we help you evaluate options like a 1031 Exchange, Delaware Statutory Trust, Deferred Sales Trust, or other customized structures tailored to your needs.
Our team of seasoned professionals brings decades of experience—not just in offering these solutions, but in putting the right pieces of the tax planning puzzle together in a way that aligns with your broader financial objectives.
Let us show you what’s possible. Call us today to explore how we can help you reduce taxes, preserve more wealth, and plan for what’s next.
The Deferred Sales Trust™
Unlock the potential of your investments with the Deferred Sales Trust, a strategic solution designed to defer capital gains taxes, providing you with increased liquidity and flexibility for future financial planning.
Delaware Statutory Trust
Experience the benefits of diversified real estate investments through a Delaware Statutory Trust, offering a tax-efficient way to defer capital gains while enjoying potential income and appreciation.
The Deferred Sales Trust™
The Deferred Sales Trust offers a powerful strategy for individuals seeking to defer capital gains taxes on the sale of appreciated assets. By placing the proceeds into a trust, you can effectively manage your tax obligations, allowing your wealth to grow and work for you over time. This solution not only provides immediate tax relief but also offers the flexibility to reinvest in a variety of assets according to your financial goals.
Whether you're selling real estate, a business, or other valuable assets, the Deferred Sales Trust is designed to maximize your financial opportunities while your future.
"If I sell my property, will I be burdened with taxes?
Those of us who own highly appreciated assets such as homes, commercial real estate and businesses are often reluctant to sell those assets because of the capital gain tax and depreciation recapture costs associated with the sale. There is a perfectly legal way to defer capital gains tax and reduce your overall tax burden. The Deferred Sales Trust™ can provide a way out.
“I do not want to continue to hold or manage the asset or investment, in order for my kids to inherit my assets at a stepped up value when I pass away”
Sound too familiar? Many people do not realize the high costs of the estate tax and "step-up" values. There is a smart, functional, and legal way to address these issues with a powerful tax deferral strategy called the Deferred Sales Trust™.
If you own a business or real estate with a large amount of gain and are not selling your property because of capital gain taxes, or can’
t find suitable, qualified property exchanges, then you may want to consider a Deferred Sales Trust™ (DST). The DST utilizes a legal and established method that allows the seller of the property to defer capital gain taxes due at the time of sale over a period that is selected by the Seller/Taxpayer in advance.Deferring taxes legally is not new. Some commonly used tax deferral methods include 1031 exchanges, charitable trusts, and traditional seller carry-back installment sale contracts. Trust law predates the formation of the U.S. law and tax law. Various types of trusts are used by millions of Americans to protect and preserve their wealth for themselves and their heirs.
The DST can be used with any kind of entity, e.g., LLCs, S or C - election corporations, as well as individuals who own real estate, rental properties, vacation homes, commercial properties, hotels, land, industrial complexes, retail developments, and raw land, to name a few.
This brochure is for educational purposes and is solely intended to provide an overview on how the Deferred Sales Trust&trade works and can be implemented. Estate Planning Team does not provide legal, tax professional services, or advice. Each transaction and individual circumstances vary widely, and participants are strongly urged to seek independent legal, tax and professional advice.
Long-term capital gains tax is simply defined as the tax we pay on the profit we make when we sell a capital asset we've held for a year or more. Capital Gains Tax is calculated by subtracting what you paid for the asset from the net selling price. The current long-term Capital Gains Tax rate for a capital asset owned for one year or longer is typically 15% - 20% for Federal taxes.
Back in 2013, there was an additional Federal tax added on income, known as the Investment Income Tax (Funding Medicare). This Investment Income Tax has an applicable rate of 3.8% on some (but not all) income from interest, dividends, rents (less expenses) and capital gains (less capital losses). Most states charge 5% to 10% on top of that (CA is as high as 13.3%), making the total tax run as high as 37.1%. If there was depreciation taken on the asset, the cost basis is lowered by that amount, thus increasing the taxable gain!
Even with your primary residence, factoring in your tax exemption of $250,000 each for husband and wife, you may still have a hefty tax surprise when you sell your property and in the form of Capital Gains Taxes.
That isn’t the end of the story for the total tax effect though. Capital gain is added to the taxpayer’s adjusted gross income (AGI). This may raise the “floor” above which one can take a number of itemized deductions and affect, consequently, the Alternative Minimum Tax.
This could result in a large decrease or total loss of those deductions. This makes the effective, but hidden capital gain rate much larger than the stated federal and state rates. And, of course, tax payment obligations would begin immediately.
To make matters worse the capital gain and depreciation recapture taxesmust be paid in the following tax quarter after the sale of the asset.
The process starts with initial due diligence and prospective marketing and market research. If the transaction is viable, the trust and property owner will negotiate to reach terms with regard to the asset(s). If the transaction is feasible, the property owner, (“Seller/Taxpayer”), selling ownership of the property/capital asset to a dedicated trust (the “Trust”) that is set up specifically for the Seller/Taxpayer and the contemplated transaction.
Next, the Trustee (must be DST Trained and Approved) of the trust pays the Seller/Taxpayer for the property/capital asset. The payment isn’t in cash, but with a special payment contract called an “installment sales contract”. It is strictly a private arrangement between the trust and the Seller/Taxpayer. The terms of payment are established in advance and pursuant to the sale contract negotiated by and between the Seller/Taxpayer and the Trustee.
The payments may begin immediately or they may be deferred for some period of months or years. The Trust then sells the property. There are generally minimal Capital Gains Taxes due from the Trust on the sale since the Trust often purchases the property for a price and value similar to what it may get sold to a third-party Buyer.
The Seller/Taxpayer is not taxed on the sale since he has not yet received any cash for the sale. Often Seller/Taxpayers will choose deferral because they have other income and don’t need the payments right away. Of course, the payments may begin immediately.
Deferral is strictly an option. It is important to understand that payment of the capital gains tax to the IRS is done with an “easy installment plan” as the Seller/Taxpayer receives the payments. Part of the payment received is tax-free return of basis, part is return of gain which is taxed at capital gain rates, and part is interest.
On top of that, the tax payments will be made with depreciated dollars. The tax dollars will likely be worth less than they are today due to inflation. If invested properly, the money in the trust could potentially grow at a greater rate than that of inflation and even the distribution rate and ensures the necessary liquidity to pay back the note due to the Seller/Taxpayer. (The interest rate in the note to you is dictated by the IRS to be a fair and arm’s length or competitive rate, i.e., 6% to 8%.)
While we have primarily focused on Capital Gains Tax, the amount of gain due to straight line depreciation is also deferred with a DST. However, if you have taken accelerated depreciation in excess over straight line, this amount is not deferrable.
There is proper diversification by the DST Trustee in investing the DST’s funds. The DST Trustee may invest in REIT’s, bonds, annuities, securities or other “prudent investments” that are suitable to help assure the Trustee's performance in repaying the Seller/Taxpayer pursuant to the held installment sales note. The DST Trustee’s reinvestment of the proceeds may result in more or less risk depending on the nature of where the proceeds are reinvested. An inherent goal of the trust’s investment objective is simply to produce the cash flow necessary for the scheduled installment sales note payments to the Seller/Taxpayer.
Significant Benefits to a Seller Using the Deferred Sales Trust™ When SellingTheir Asset:
1. Tax Deferral
When appreciated property/capital assets are sold, capital gains tax on said sale is generally deferred until the Seller/Taxpayer actually receives the payments.
2. Estate Tax Benefits
May accomplish an
“estate tax freeze”
for estate tax purposes.
3. Maintains Family Wealth
When properly structured, the principal inside the subject installment sales note can be preserved with “interest only” or partial principal payments, creating the potential to pass on a large portion
of the note principal to your legal heirs with proper estate planning.
4. Estate Liquidity
Converts an illiquid asset into monthly payments.
5. Retirement Income
Provides a stream of income that can be used as retirement income.
6. Probate Avoidance
With proper estate planning.
7. Eliminating Risks Associated with Ownership
By utilizing the DST, you have taken an asset that is otherwise "exposed” or liability-prone and converted it to a “no-liability” asset.
Nothing is required to be given away to charity as happens with the competing strategy known as a Charitable Remainder Trust. The DST allows all due principal and accrued interest to be paid to the Seller/Taxpayer via a custom prepared installment sales agreement, whereas the Charitable Remainder Trust often pays income (interest) only. The DST has the potential and likelihood to yield more bottom-line dollars to the property/capital asset Seller/Taxpayer than a Charitable Remainder Trust.
The DST has the ability to generate substantially more wealth over the long run than a direct and taxed sale. It may be superior to the Charitable Remainder Trust (CRT), installment sale, or like-kind property exchange in many respects. Consult your tax advisor to ascertain the potential benefits of this option.
Frequently Asked Questions
How do you determine my payments from the Trust?
The payments are based on what you, the Seller/Taxpayer, arrange and pre-negotiate with the DST Trained and Approved Trustee. Depending on your income goals and other objectives, the amount and length of the term of the installment sales note are your choice and subject to your approval.
What happens if I die?
With proper estate planning (i.e., by creating a Living Trust) scheduled installment note payments otherwise due to you can continue to be paid to your legal heirs pursuant to the note term that you have chosen.
Is the amount and frequency of my payment flexible?
Yes. The DST Trustee, in his or her absolute discretion, may allow you to renegotiate the terms of your installment note.
Can I cancel the promissory note at any time and be paid off?
If the DST Trustee deems appropriate, he/she may elect to terminate the installment sales contract. However, you would immediately owe all the taxes, including all unpaid capital gains due from the original sale of the property/capital asset.
What happens if capital gain tax rates are changed after I set up the DST?
Politicians, from time to time, discuss changing capital gain rates. If that happens, you would pay the new rate on the capital gains portion of your installment note payment. However, there is usually adequate notice to make a sound financial decision prior to any such change in taxation or tax rates.
Can I use my installment sales note to get back into real estate?
Yes, please contact the Estate Planning Team or a duly qualified DST tax professional to discuss this option. We recommend that you work with the Estate Planning Team’s Professional Advisors, who are experienced in trust law, trust asset management, and tax law.
When the trust sells the property, may I keep some of the cash from the sale?
Yes, in that case, you would pay taxes only on the capital gain portion of the money that you kept for yourself outside the trust.
How can I have my tax advisor or attorney analyze the DST strategy?
For detailed technical information, have your CPA contact EPT to discuss your scenario with our team. The names Deferred Sales Trust™ and DST are common law trademarked names and are not found in the code. All of the legal and tax authority used in the DST are in the tax code, treasury regulations, cases, or rulings based upon the foundations found within the tax law.
I’m interested in finding out if this works for me. What should I do next?
It’s very easy. Your next step is to complete an illustration request on my website.
Once you have received the illustration summary, you can then review this information with a trust case manager and share this information with your CPA or tax attorney for further review.
Delaware Statutory Trust
The Delaware Statutory Trust (DST) is an innovative investment vehicle that provides a tax-efficient way to defer capital gains taxes while diversifying your portfolio through real estate ownership. Ideal for investors seeking passive income streams, the DST allows you to co-own institutional-grade properties without the hassles of property management. By leveraging the benefits of 1031 exchanges, you can defer capital gains taxes from the sale of appreciated assets, enabling your wealth to grow and compound over time.
With a focus on stability and potential appreciation, the Delaware Statutory Trust empowers you to make strategic real estate investments aligned with your financial objectives.
Work With Noble Wealth Solutions
With over 30 years of experience in business and estate planning, Ben Levine is a leading expert in executive benefit planning and tax-advantaged strategies. As a Principal at First Financial Resources (FFR), Ben provides access to exclusive financial structures designed specifically for high-income business owners and professionals.
If you're ready to reduce taxes, build wealth, and secure your financial future, let’s start the conversation.