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Selling a Business in Ontario: Share Sale vs Asset Sale Explained

Compare a share sale and an asset sale of an Ontario business: tax, the capital gains exemption, employees, GST/HST and what buyers usually ask for.

Buying & Selling a Business5 min readTSLBy the Treadstone Law Team · OntarioUpdated October 28, 2026
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Key takeaways
  • In a share sale an individual seller may use the capital gains exemption; in a corporate asset sale the corporation cannot.
  • An asset sale can mean tax inside the corporation and then tax again when you take the money out.
  • Shareholder-approval and employee-continuity rules apply differently depending on whether you sell shares or assets.
  • The right answer depends on your facts, so model both before negotiating.

If you own a corporation and have a buyer, one of the first questions is what exactly you are selling: the shares of the company, or the business assets inside it. The two routes can lead to very different tax results for you and very different risks for the buyer.

This article explains the main differences in plain terms. It is a starting point for a conversation with your lawyer and accountant, because recapture, safe income and other issues vary by facts and are not covered here.

What each type of sale means

In a share sale, you sell your shares to the buyer. The company itself stays the same, with its contracts, employees and history, and the buyer becomes its new owner.

In an asset sale, the corporation sells some or all of its property, such as equipment, inventory, goodwill and contracts, and the buyer picks what it wants to take. The corporation is the seller, and you as shareholder are paid only when money comes out of the corporation.

How the tax result differs

In a share sale, an individual seller may be able to use the lifetime capital gains exemption if the shares are qualified small business corporation shares, and the gain is a capital gain taxed at the one-half inclusion rate. The exemption is available to individuals, not to corporations.

In an asset sale by a corporation, the corporation realizes the gains and any recapture, the exemption is not available to the corporation, and the shareholder is taxed again when the proceeds are paid out. That second layer is the main reason sellers often lean toward selling shares.

IssueShare saleAsset sale
Who sellsYou, as shareholderThe corporation
Capital gains exemptionMay be available if shares qualifyNot available to the corporation
Tax on getting the money outDepends on your situation, so confirm with your accountantShareholder taxed again on payout
EmployeesEmployer does not change; service continuesService counts if the buyer hires them
Shareholder voteEach shareholder decides whether to sell their own sharesSpecial resolution if all or substantially all property is sold outside the ordinary course of business

Why the buyer may push the other way

Buyers often prefer to buy assets because they can choose what they take and leave behind what they do not want. Sellers often prefer share sales for the tax reasons above. This tension is normal and is usually settled through price and the terms of the agreement.

Whichever structure is used, the buyer will usually want warranties about the business. Ontario's basic limitation period is two years from discovery, but a business agreement made on or after October 19, 2006 can vary or exclude it, other than the 15-year ultimate period. That is why agreements often set contractual time limits on warranty claims.

Other rules that depend on the structure

Planning traps with holding companies

Some owners first move shares into a holding company. A tax-deferred transfer of property to a corporation for shares is possible by joint election under section 85, and the election is due by the earliest filing deadline of any electing party, with penalties for late elections.

Be careful if you sell your shares to a corporation you do not deal with at arm's length, such as your own holding company, for non-share consideration or higher paid-up capital. Section 84.1 can create a deemed dividend and reduces the adjusted cost base by earlier exemption claims, which limits the exemption in crystallization and internal reorganization planning. This is an area where timing and sequence matter, so get advice before moving anything.

What to do next

Frequently asked questions

Is a share sale always better for the seller?

Not always. A share sale can allow an individual to use the capital gains exemption if the shares qualify, but whether it works for you depends on the qualifying tests and on the buyer's willingness. Your accountant can compare both routes using your numbers.

Why is there tax twice in an asset sale?

The corporation realizes the gains and any recapture on the assets it sells, and the exemption is not available to it. The shareholder is then taxed again when the proceeds are paid out.

Do I need my shareholders' approval to sell assets?

If the sale is of all or substantially all of the corporation's property outside the ordinary course of business, a special resolution is required. A voting shareholder who disagrees may dissent and be paid fair value for their shares.

What happens to my employees in each type of sale?

In a share sale the employer does not change, so service continues. In an asset sale, employees the buyer hires keep their prior service for Employment Standards Act purposes, but the buyer is not required to hire anyone.

Sources

Links go to official government, court and regulator pages. The law changes — confirm you are reading the current version.

This article is general information, not legal advice. Reading it does not create a lawyer-client relationship. Ontario laws, tax rates, and government programs change, and how the law applies depends on your specific facts. For advice about your situation, speak with a licensed Ontario lawyer. Treadstone Law is licensed by the Law Society of Ontario — reach us at 1-844-900-1070 or start a file online.

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