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Asset Purchase vs Share Purchase: Hidden Liability Risks in Ontario

Compare the hidden liabilities an Ontario buyer inherits in an asset purchase versus a share purchase, and how due diligence findings affect the choice.

Buying & Selling a Business4 min readTSLBy the Treadstone Law Team · OntarioUpdated November 1, 2026
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Key takeaways
  • In a share purchase the corporation keeps its liabilities, including director exposure for unremitted source deductions.
  • In an asset purchase you generally choose what you take, but liens, RST, WSIB and employment obligations can still follow the assets or the business.
  • Due diligence findings, tax elections and the seller's situation should guide the structure, and a lawyer and accountant should review it.

When you buy a business, you can buy its assets or you can buy the shares of the corporation that owns them. The choice changes which debts and obligations you end up with, and it often comes down to what your due diligence turns up.

Neither structure is automatically safer. This article compares the main hidden-liability risks in Ontario so you can ask better questions before you settle on a structure.

The basic difference

In an asset purchase, you buy selected assets and contracts, and the seller keeps the corporation. In a share purchase, you buy the corporation itself, with its history. The employment obligations show the contrast: selling a company's shares does not itself create a new employment relationship, so the corporation remains the employer and keeps its employment obligations.

IssueAsset purchaseShare purchase
Liens on assetsSecurity can stay attached to assets you buyCorporation keeps its existing security arrangements
Director tax exposureStays with the seller's directorsCorporation keeps liability; old directors remain exposed
EmployeesContinuity applies if you employ themCorporation stays the employer
WSIBBuyer liable for amounts owed before the saleNo purchase certificate; acquirer takes on liabilities by law

Risks in an asset purchase

A security interest stays attached to collateral when it is sold, unless the secured party authorized the sale free of it, so you can take assets subject to the seller's lender's security. Search the registers before closing.

Risks in a share purchase

You inherit the corporation as it is. Directors at the time a corporation fails to remit source deductions are jointly and severally liable with it, including interest and penalties, and the corporation keeps that liability after a share sale. Directors are also liable for unremitted GST/HST net tax.

There are limits. A director is not liable if they exercised the care, diligence and skill that a reasonably prudent person would have, and no action may be started more than two years after the director last ceased to be a director. GST/HST rules include a due-diligence defence and a similar two-year limit. These rules mainly protect the former directors, but the unpaid amount may still sit with the corporation you now own.

Tax deemed trusts can bind the seller's property for unremitted payroll deductions and GST/HST. Whether they follow assets into an arm's-length buyer's hands depends on the facts, so treat them as risks to address through searches and holdbacks rather than automatic buyer liability.

How due diligence findings shape the choice

Serious unknowns (unfiled returns, unpaid source deductions, disputes with former staff) tend to push buyers toward an asset purchase, or toward a share purchase with strong indemnities and a holdback. Heavy reliance on contracts or licences that cannot easily be transferred may favour buying shares.

Tax treatment matters too. In a sale of a business, buyer and seller can jointly elect on Form GST44 that no GST/HST is payable where the buyer acquires all or substantially all of the property needed to carry on the business. CRA generally treats this as 90% or more. The election cannot be made if the seller is a registrant and the buyer is not, or if only one or more assets are sold rather than the business. Ask your accountant how it applies.

What to do next

Frequently asked questions

Is an asset purchase always safer for the buyer?

No. Security interests can stay attached to the assets, and the buyer can face RST, WSIB and employment obligations. It is often more selective, but it still needs careful checking.

Do employees carry over in a share purchase?

Yes, in the sense that the corporation remains their employer and keeps its employment obligations. In an asset purchase, employment is deemed continuous if you employ the seller's employees.

Can WSIB issue a purchase certificate for a share purchase?

No. WSIB does not issue purchase certificates for share acquisitions where no assets are disposed of, and the acquirer takes on the seller's liabilities by law.

Can the old directors still be pursued after a share sale?

Possibly. Directors can be jointly and severally liable for unremitted source deductions, subject to a due-diligence defence and a two-year limit after they cease to be directors. GST/HST has similar rules.

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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