How to Avoid or Offset Capital Gains Taxes on a Business Sale (2024)

There’s a lot to consider when selling a business and tax planning is at the top of the list. When you sell a business or business assets at a profit, the IRS expects to receive a cut in the form of capital gains tax. That could potentially result in a larger-than-expected tax bill. If you’re in the initial stages of planning your exit, it’s important to know how to avoid capital gains tax on a business sale.

For more help managing capital gains taxes or any other financial issues, consider working with a financial advisor.

How Is the Sale of a Business Taxed?

The sale of a business or business assets is generally subject to capital gains tax. Capital gains tax is a tax that’s assessed when you sell an asset for more than its basis, or what you paid for it. The IRS levies two types of capital gains tax: short-term and long-term.

The short-term capital gains tax rate applies to assets held for less than one year. Short-term capital gains are taxed as ordinary income. So whatever tax bracket your business normally falls into would apply when calculating short-term capital gains tax.

Long-term capital gains receive more favorable tax treatment. The long-term capital gains tax rate applies to assets held for longer than one year. The current long-term capital gains tax rates are 0%, 15% and 20%, depending on income.

When applying capital gains tax rules to the sale of a business, the IRS typically looks at the individual assets of the business. That’s assuming that your business is structured as a sole proprietorship, partnership or limited liability company (LLC). So instead of seeing your business as a single asset or entity, the IRS looks at all the assets the business owns, including:

  • Real estate
  • Equipment or machinery
  • Property leases
  • Raw materials and supplies
  • Intellectual property, such as trademarks, patents and copyrights

Again, the capital gains tax rate you’ll pay on the sale of those assets depends on how long you’ve held them. It’s also important to note that certain assets, such as inventory or accounts receivable, are taxed as ordinary income rather than capital gains.

How Allocation of Sale Price Affects Taxation

When you’re working out a purchase agreement with a buyer, part of the negotiations involves choosing a sale price that applies to each tangible and intangible asset of the business. What you’ll pay in taxes for the sale of a business can hinge largely on how you allocate the sale price of individual business assets.

Here’s why that matters. The purchase price you set for each asset can determine your capital gain (or capital loss) on the asset. It also establishes the buyer’s basis for each asset that’s purchased. While that’s less important for your tax situation, it’s important to note that the buyer may also be angling for the most favorable tax treatment when negotiating prices.

In terms of how to avoid capital gains tax on business sale, you’re walking a fine line because you likely want to maximize profits while minimizing tax. Under Section 1060, the IRS offers some guidelines on how to value assets when allocating the purchase price to manage taxation. Generally, you’d allocate the purchase price to assets in this order:

  • Cash and deposits held in checking or savings accounts
  • Actively traded personal property, which can include certificates of deposit (CDs) and publicly traded stock shares
  • Receivables
  • Inventory and stock in trade
  • Furniture, fixtures, buildings, land and other assets that don’t fit into any other asset class
  • Intangible assets, other than goodwill and going concern
  • Goodwill and going concern value

Again, keep in mind that the buyer will be looking to allocate more of the purchase price toward assets that will depreciate quickly as that can yield more tax benefits on their side.

How to Avoid Capital Gains Tax on Sale of Business

Can you completely avoid capital gains tax when selling a business? Not necessarily. But it’s possible to reduce the amount you may owe in capital gains tax with some strategic planning. Talking to your financial advisor or a tax professional is a good place to start. They can help you to determine if any of the following tax reduction tactics might work in your situation.

  • Negotiate wisely. As mentioned, you and the buyer will have competing interests with regard to the allocation of the purchase price. Per the IRS rules, you’re better off allocating more of the price to capital assets rather than depreciating assets. So rather than rushing the negotiation process, it may be better to take your time in order to get the most favorable allocation.
  • Consider an installment sale. An installment sale allows you to sell your business in phases or installments. Rather than receiving payment in full all at once, you could set up a schedule of annual payments with the buyer. That strategy doesn’t eliminate capital gains tax entirely, but it can allow you to spread out your tax liability.
  • Watch the timing. If you’re selling a newer business, timing is critical as it can determine whether you pay the short-term or long-term capital gains tax rate. Holding on to the business and its assets for at least one year before selling can help you take advantage of the more favorable long-term capital gains tax rate.
  • Sell to employees. If you own a C-corporation, you may be able to minimize capital gains tax by selling the business to your employees. You’d need to set up an employee stock ownership plan (ESOP) to do so. The advantage of doing so is that you don’t have to go looking for a buyer and the cash you receive from the sale can be rolled into an investment plan in order to defer capital gains tax.
  • Explore Opportunity Zone reinvestment. Business owners can defer capital gains tax through December 31, 2026, by reinvesting capital gains from the sale of a business into an Opportunity Zone. To qualify for this tax break, any capital gains must be reinvested within 180 days of the sale. While this doesn’t make the capital gains tax disappear, it does allow you to defer payment.

The Bottom Line

There are lots of reasons why you might decide to sell a business. You may be ready to retire, or you might simply want to move on to a new venture. In any case, it’s important to keep tax planning in sight. Consulting with a tax expert can help you to flesh out a plan for how to avoid capital gains tax on a business sale, or at the very least minimize what you owe.

Tax Planning Tips

  • Consider talking to your financial advisor about the potential financial implications of selling a business. Finding a qualified financial advisor doesn’t have to be hard. SmartAsset’s free tool matches you with up to three financial advisors who serve your area, and you can interview your advisor matches at no cost to decide which one is right for you. If you’re ready to find an advisor who can help you achieve your financial goals, get started now.
  • Use SmartAsset’s tax return calculator to get a quick estimate of how your income, withholdings, deductions and credits impact your tax refund or balance due amount.
  • In addition to planning for federal taxes on the sale of a business, it’s also important to consider what you might owe in state taxes. If you do business in a state that doesn’t assess income tax, then you might be at an advantage. But if not, then you’ll also need to consider how you can reduce the amount of tax you might owe on the sale. Again, there’s where talking to a tax professional who’s well-versed in your state’s tax laws can help.

Photo credit: ©iStock.com/Pattanaphong Khuankaew, ©iStock.com/Martin Barraud, ©iStock.com/Sitthiphong

How to Avoid or Offset Capital Gains Taxes on a Business Sale (2024)

FAQs

How to Avoid or Offset Capital Gains Taxes on a Business Sale? ›

Hold onto taxable assets for the long term.

The easiest way to lower capital gains taxes is to simply hold taxable assets for one year or longer to benefit from the long-term capital gains tax rate.

How do you offset capital gains from a business sale? ›

Now let's look at ways to help offset capital gains from a business sale to maximize profit.
  1. Holding Periods. ...
  2. Qualified Small Business Stock. ...
  3. 1031 Exchange. ...
  4. Invest in a Qualified Opportunity Zone. ...
  5. Sell to Your Employees. ...
  6. Use a Charitable Remainder Trust. ...
  7. Utilize Installment Sale. ...
  8. Offset Gains with Losses.
Feb 23, 2024

What is a simple trick for avoiding capital gains tax? ›

Hold onto taxable assets for the long term.

The easiest way to lower capital gains taxes is to simply hold taxable assets for one year or longer to benefit from the long-term capital gains tax rate.

How do you calculate capital gains tax when selling a business? ›

When you sell the business, you will calculate your gain or loss by subtracting your basis from the sale price. If you sell the business for more than your basis, you will owe capital gains taxes on the gain. If you sell the business for less than your basis, there is no capital gains tax owed.

Is the sale of an LLC taxed as capital gains? ›

When a taxpayer sells an LLC interest, the taxpayer will usually have a capital gain or loss on the sale of the interest. However, capital gain or loss treatment does not apply to the sale of every LLC interest.

Is there any way to offset capital gains tax? ›

To limit capital gains taxes, you can invest for the long-term, use tax-advantaged retirement accounts, and offset capital gains with capital losses.

Can you use stock losses to offset business gains? ›

"You can use capital losses (stock losses) to offset capital gains during a taxable year," says CFP®, AIF®, CLU® Danile Zajac of the Zajac Group.

At what age do you not pay capital gains? ›

Since the tax break for over 55s selling property was dropped in 1997, there is no capital gains tax exemption for seniors. This means right now, the law doesn't allow for any exemptions based on your age. Whether you're 65 or 95, seniors must pay capital gains tax where it's due.

What lowers capital gains tax? ›

Long-term investing offers a significant advantage in minimizing capital gains taxes due to the favorable tax treatment for investments for longer durations. When investors hold assets for more than a year before selling, they qualify for long-term capital gains tax rates, typically lower than short-term rates.

Do I have to buy another house to avoid capital gains? ›

You can avoid capital gains tax when you sell your primary residence by buying another house and using the 121 home sale exclusion. In addition, the 1031 like-kind exchange allows investors to defer taxes when they reinvest the proceeds from the sale of an investment property into another investment property.

Do capital gains count as income when calculating capital gains tax? ›

Capital gains are generally included in taxable income, but in most cases, are taxed at a lower rate. A capital gain is realized when a capital asset is sold or exchanged at a price higher than its basis. Basis is an asset's purchase price, plus commissions and the cost of improvements less depreciation.

Do you have to pay capital gains after age 70? ›

An investor's age does not by itself affect any capital gains taxes the IRS expects them to pay upon the sale of an asset. However, you can reduce your capital gains tax obligation in other ways. The length of time you hold an investment can significantly impact the capital gains you owe.

How do you write off assets when closing a business? ›

Form 8594 for Assets

You must file Form 8594 to give the IRS details about your asset acquisitions and sales. This form accompanies Schedule D because it provides the calculations you used to arrive at the final values you listed in Schedule D.

What are the tax consequences of selling a single member LLC? ›

Single-member LLCs are pass-through entities — there is no tax on the LLC itself. Sales of these entities can be structured as a sale of assets or as a stock sale (technically a sale of the membership interests in the LLC).

Is the sale of goodwill a capital gain? ›

Self-created goodwill is a capital asset because the law doesn't specifically exclude it from being a capital asset. Thus, your sale of self-created goodwill produces tax-favored capital gain.

Is the sale of business goodwill a capital gain? ›

As long as you've owned your business for more than one year, your goodwill will be treated as a long-term capital gain. As the seller of a business, any amount allocated to goodwill is considered favorable. Why? Long-term capital gains are taxed according to thresholds which begin at 15% and graduate to 20%.

What happens to cash when selling a business? ›

The simple answer? Most of the time, cash does NOT need to be an asset of the business at the time of a sale. The business owner (i.e., you) should retain any and all cash (or cash equivalents) after the sale. Surprisingly to many, this includes bonds, petty cash, money in bank accounts, etc.

How much capital loss can I use to offset capital gains? ›

Capital losses that exceed capital gains in a year may be used to offset capital gains or as a deduction against ordinary income up to $3,000 in any one tax year. Net capital losses in excess of $3,000 can be carried forward indefinitely until the amount is exhausted.

Do I pay capital gains if I reinvest the proceeds from sale? ›

Do I Pay Capital Gains if I Reinvest the Proceeds From the Sale? While you'll still be obligated to pay capital gains after reinvesting proceeds from a sale, you can defer them. Reinvesting in a similar real estate investment property defers your earnings as well as your tax liabilities.

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