The Tax Implications of Selling Your Business and How to Plan Ahead

Selling a business is a significant event that can be both exciting and stressful. While it often results in a large financial windfall, it also comes with a range of tax implications that can affect the final amount you take home. Understanding these implications and planning ahead can help ensure that you are prepared for the tax consequences and can maximize the value you receive from the sale. In this article, we will explore the tax considerations involved in selling your business and provide tips on how to plan effectively, especially for business owners in industries like construction.


1. The Importance of Tax Planning Before the Sale

Before you even begin the process of selling your business, tax planning should be a priority. The sale of your business can trigger various tax events, including capital gains tax, income tax, and, depending on the structure of the sale, other taxes such as HST/GST. The way you structure the sale can significantly impact the tax burden you face.

How to Plan Ahead:

  • Understand the Sale Structure: The way you sell your business (asset sale versus share sale) will influence your tax obligations. A share sale might result in capital gains tax, while an asset sale could lead to different tax considerations, including recaptured depreciation and inventory taxation.
  • Consult with Professionals: Work with a tax advisor or accountant early in the process. A professional can help you evaluate the potential tax consequences based on your business structure, the terms of the sale, and the jurisdiction you’re in.

In the construction industry, the type of assets you own—such as machinery, equipment, or real estate—can influence how the sale is structured and the taxes you owe. Construction business owners should pay particular attention to tax issues surrounding these physical assets to avoid unexpected tax burdens.


2. Capital Gains Tax: A Primary Consideration

One of the most significant taxes you will face when selling your business is capital gains tax. Capital gains tax is applied to the profit you make on the sale of a capital asset, such as shares in your business. The rate at which you are taxed on your capital gains depends on several factors, including how long you have owned the business and the type of asset sold.

How to Plan Ahead:

  • Consider Holding the Business Longer: If you are selling shares in your business, holding the business for at least one year may qualify you for more favorable long-term capital gains tax rates.
  • Use Tax Deferral Strategies: You may be able to defer some of the capital gains tax liability by reinvesting the proceeds in certain eligible assets, such as real estate or another business venture.

For construction businesses, this could mean reinvesting the proceeds from the sale into new properties or business opportunities, allowing you to defer taxes while continuing to grow your wealth.


3. Recaptured Depreciation and Its Impact

If your business owns depreciable assets like equipment, machinery, or property, you may face recaptured depreciation when selling those assets. Depreciation allows business owners to deduct the cost of these assets over time, but when you sell them, you may need to “recapture” some of those deductions as income, which can be taxed at a higher rate than capital gains.

How to Plan Ahead:

  • Understand Your Assets: Make an inventory of your depreciable assets and their current values. This will help you determine whether recaptured depreciation will apply when selling the assets.
  • Consider Selling in Phases: If you’re selling a business with significant depreciable assets, you may want to consider selling some assets before the main sale. This strategy could help reduce the overall recapture impact.

For construction business owners, equipment and machinery are often core to operations. If these assets are being sold as part of the business sale, be sure to factor in the potential recapture tax. You may want to work with an accountant to determine the best way to minimize the tax impact on these assets.

Also read Non-Compete Agreements Explained: What They Mean for You Post-Sale


4. Structuring the Deal: Asset Sale vs. Share Sale

The structure of your sale—whether an asset sale or a share sale—has significant tax implications. Each structure has its pros and cons, and the one you choose will affect both the taxes you owe and the net proceeds you receive.

Asset Sale:

In an asset sale, the buyer purchases the business’s assets, such as inventory, equipment, and intellectual property. For tax purposes, the seller will need to recognize gains on the sale of each asset, which may lead to capital gains taxes and recaptured depreciation.

Share Sale:

In a share sale, the buyer purchases the shares of your company, meaning they inherit both the business’s assets and liabilities. This structure typically results in capital gains tax on the sale of shares and is often seen as more favorable for sellers in certain circumstances.

How to Plan Ahead:

  • Evaluate Your Business Assets: If your business has significant depreciable assets, an asset sale could trigger higher taxes due to recaptured depreciation. On the other hand, a share sale may be more beneficial for tax purposes if your business is well-established and has fewer depreciating assets.
  • Negotiate Terms: The choice between an asset sale and share sale can often be negotiated with the buyer. You can work with your tax advisor and legal counsel to determine which structure makes the most sense for your situation.

In construction, asset sales may involve a lot of physical property and machinery, while share sales may be more suitable for companies with fewer physical assets but strong intellectual property or brand value.


5. GST/HST Implications on the Sale of Your Business

For business owners in Canada, the sale of a business may trigger Goods and Services Tax (GST) or Harmonized Sales Tax (HST), depending on the type of business and the assets involved in the sale. Generally, the sale of shares in a corporation is exempt from GST/HST, but an asset sale could be subject to GST/HST.

How to Plan Ahead:

  • Work with a Tax Professional: A tax advisor can help you determine whether GST/HST applies to your business sale and help you structure the transaction to minimize tax liabilities.
  • Prepare for GST/HST Reporting: If GST/HST applies, ensure that you have the proper documentation to report the transaction to the Canada Revenue Agency (CRA).

In construction, asset sales often involve significant tangible assets that may be subject to GST/HST. Having a clear understanding of how these taxes apply can prevent surprises and ensure the sale process goes smoothly.


6. Tax Deferral and Rollover Options

Tax deferral strategies can be useful tools to minimize the immediate tax burden of selling your business. In certain cases, you may be able to roll over the proceeds from the sale into another business or investment, deferring tax until a later date.

How to Plan Ahead:

  • Consider Tax-Deferred Investments: Explore tax-deferred investment options such as reinvesting in real estate, stocks, or another business venture. This allows you to keep more of your proceeds working for you while postponing tax liabilities.
  • Use Tax-Deferred Accounts: In some cases, placing the proceeds into a tax-advantaged account, like a registered retirement savings plan (RRSP) in Canada, can help reduce your tax obligations.

For construction business owners, reinvesting the proceeds from the sale into new construction projects or real estate can be an effective strategy for tax deferral. Not only does this allow you to grow your wealth, but it also ensures that you are maximizing the value of your business sale.


7. Planning for Estate and Succession Tax Implications

Finally, selling your business may have implications for your estate and succession planning. If the proceeds from the sale are not properly planned for, they can lead to significant estate taxes when you pass on your wealth to your heirs.

How to Plan Ahead:

  • Consult with an Estate Planner: Work with an estate planner to understand how the proceeds from the sale will affect your estate and how to structure your will to minimize tax liabilities.
  • Set Up a Trust: Establishing a trust can help you control how your wealth is distributed and potentially minimize taxes for your beneficiaries.

In the construction industry, family-owned businesses are common, and the sale of a business can often lead to succession planning considerations. Ensuring that your family or business partners are well-prepared can make the transition smoother and more tax-efficient.


Conclusion

The tax implications of selling a business can be complex, but with careful planning, you can minimize your tax liability and maximize the benefits of your sale. Understanding the differences between asset and share sales, planning for capital gains tax, and considering tax deferral strategies are all crucial steps in the process. For construction business owners, recognizing the specific tax implications of selling machinery, equipment, and real estate is especially important. By working with tax professionals and planning ahead, you can ensure that the sale of your business is financially beneficial and that you are prepared for what comes next.

Also read How to Leverage the Lessons Learned from Selling a Business

Disclaimer:

Any information provided here is for informational purposes only. It should not be considered as legal, accounting, or tax advice. Prior to making any decisions, it’s the responsibility of the reader to consult their accountant and lawyer. N3 Business Advisors and its representatives disclaim any responsibilities for actions taken by the reader without appropriate professional consultation.

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