By Raz Toor, Lawyer and Founder of Falcon Law PC
One of the first decisions in buying or selling an incorporated business in Ontario is whether the transaction will be structured as an asset purchase or a share purchase.
The distinction affects much more than the wording of the purchase agreement. It can determine which liabilities the buyer takes on, whether contracts and leases need to be assigned, how employees are dealt with, what happens to licences and permits, how the purchase price is allocated, and the tax consequences to both sides.
I’m Raz Toor, the founder of Falcon Law PC. We regularly act on both asset and share transactions, and I generally tell clients not to decide on structure based on a simple rule such as “asset deals are better for buyers” or “share deals are better for sellers.” Those statements can be directionally true, but the right structure depends on the actual business, liabilities, contracts, tax position, financing, and commercial deal.
This article explains how the two structures differ and the issues I would consider before agreeing to either one.
What Is an Asset Purchase?
In an asset purchase, the buyer does not purchase the shares of the corporation that operates the business. Instead, the buyer purchases specified assets used in the business.
Depending on the business, those assets might include:
- equipment and machinery;
- inventory;
- furniture and fixtures;
- customer lists and goodwill;
- trade names and intellectual property;
- websites, domain names and digital assets;
- accounts receivable, where agreed;
- certain contracts;
- leasehold interests;
- telephone numbers and other business assets; and
- other rights specifically identified in the purchase agreement.
The seller’s corporation continues to exist after closing unless the seller later winds it up or otherwise reorganizes it.
One of the advantages for the buyer is the ability to define more precisely what is being purchased and what liabilities are being assumed.
What Is a Share Purchase?
In a share purchase, the buyer purchases the shares of the corporation itself.
The corporation continues to own the same assets, employ the same employees, remain party to its contracts, and owe its existing liabilities. What changes is the ownership of the corporation.
That distinction is fundamental.
If you purchase 100% of the shares of a corporation, you are effectively acquiring the company with its history. That can include valuable contracts, licences, employees and business relationships, but it can also include tax exposure, litigation, contractual obligations, employee liabilities, secured debt, regulatory issues, and other matters that arose before the buyer arrived.
Why Buyers Often Prefer Asset Purchases
From a buyer’s perspective, an asset purchase can provide greater control over what is being acquired.
The purchase agreement can identify the assets that form part of the sale and specify the liabilities the purchaser has agreed to assume. Other liabilities can remain with the vendor.
For example, a buyer may agree to purchase the equipment, inventory, goodwill, business name and customer relationships but decline to assume the seller’s bank debt, shareholder loans, historical tax liabilities, litigation, or certain contractual obligations.
That does not mean an asset purchase creates a perfect liability shield. Employment legislation, tax rules, statutory liens, environmental obligations, successor issues, and the particular facts of the business can still create exposure.
But it generally gives the buyer more ability to define the perimeter of the transaction.
Why Sellers Often Prefer Share Purchases
A seller may prefer a share transaction because the buyer takes ownership of the corporation rather than requiring the seller to transfer each operating asset separately.
There can also be important tax reasons for an individual shareholder to prefer selling shares. Where the shares satisfy the requirements for qualified small business corporation shares, the seller may potentially be able to access the lifetime capital gains exemption, subject to the applicable tax rules and the seller’s circumstances.
That is one reason transaction structure should be discussed with the client’s accountant before an offer or letter of intent makes the structure difficult to change.
A share deal can also be operationally simpler where the corporation has numerous contracts, licences, employees, permits, supplier relationships, or other arrangements that would be cumbersome to transfer individually.
The Biggest Difference: Historical Liabilities
For me, one of the most important distinctions is what happens to the history of the business.
In a share purchase, the corporation does not become a new company at closing. The buyer acquires ownership of the existing corporation.
If the corporation has an unpaid tax assessment, customer claim, employment issue, contractual default, lawsuit, regulatory problem, or undisclosed debt, changing the shareholders does not normally make that issue disappear.
That makes legal and financial due diligence especially important in a share purchase.
In an asset deal, the buyer can generally negotiate for specific liabilities to remain with the seller, although the buyer still needs to investigate whether any liabilities could attach to the purchased assets or continue by operation of law.
Due Diligence Looks Different in Each Structure
Due diligence matters in both types of transactions, but the emphasis is different.
Asset Purchase Due Diligence
In an asset transaction, I am particularly interested in whether the seller actually owns the assets being purchased and whether those assets can be transferred free of liens and third-party claims.
That may involve reviewing:
- equipment and fixed asset lists;
- inventory;
- PPSA registrations and other security interests;
- material contracts to be assigned;
- leases;
- intellectual property;
- employee information;
- supplier arrangements;
- licences and permits;
- accounts receivable and customer deposits; and
- any liabilities that could affect the purchased assets.
Share Purchase Due Diligence
In a share purchase, the review generally goes deeper into the corporation itself because the buyer is inheriting the existing legal entity.
That can include:
- corporate records and share ownership;
- financial statements and tax records;
- bank and secured debt;
- material customer and supplier contracts;
- employment and contractor relationships;
- litigation and threatened claims;
- regulatory compliance;
- insurance claims;
- owned and leased assets;
- related-party transactions;
- leases and real estate;
- intellectual property; and
- other liabilities that remain inside the corporation after closing.
The purchase agreement then uses representations, warranties, covenants, indemnities, holdbacks, escrows, purchase-price adjustments, and other mechanisms to allocate the risks identified during that review.
Contracts and Third-Party Consents
Asset purchases frequently require more third-party paperwork.
If the buyer wants to take over a customer contract, commercial lease, equipment lease, franchise agreement, software licence, or other agreement, the seller may need to assign it and the counterparty may need to consent.
This can become one of the biggest practical issues in an asset transaction.
A share purchase can sometimes make this easier because the contracting corporation remains the same entity. However, buyers should not assume that no consent is required. Many agreements contain change-of-control provisions that require notice or approval when the ownership of the corporation changes.
The actual agreements therefore need to be reviewed regardless of transaction structure.
Commercial Leases Can Influence the Structure
The lease is often one of the most important documents in the transaction.
In an asset purchase, the purchaser will usually need an assignment of the existing lease or a new lease. That commonly requires landlord consent and may also result in a new personal guarantee, security deposit, or other landlord requirements.
In a share purchase, the tenant corporation remains the same, but the lease may contain a change-of-control clause that treats the sale of the corporation as a transfer requiring landlord approval.
This is why I like to review the lease early rather than treating it as a closing item. A business can have excellent financials and an acceptable purchase price, but the transaction still has a serious problem if the buyer cannot obtain satisfactory rights to occupy the premises.
Our commercial leasing practice regularly overlaps with business acquisition work for this reason.
Employees Are Handled Differently
Employment issues are another area where the legal structure matters.
In a share purchase, the employer generally remains the same corporation. The shares change hands, but the corporation continues to employ its employees.
In an asset purchase, the purchaser may decide which employees it wants to employ after closing. However, Ontario’s Employment Standards Act, 2000 contains continuity-of-employment rules where a business is sold and the purchaser employs an employee of the seller.
In those circumstances, the employee’s prior employment with the seller can be treated as employment with the purchaser for purposes of statutory entitlements that depend on length of service.
Accordingly, a buyer should not simply assume that rehiring an employee on closing resets that employee’s service history to zero.
Purchase Price Allocation Matters in an Asset Deal
An asset purchase usually requires the parties to allocate the purchase price among the assets being acquired.
For example, portions of the price may be attributed to:
- inventory;
- equipment;
- vehicles;
- real estate;
- customer relationships;
- intellectual property; and
- goodwill.
That allocation can have different tax consequences for the buyer and seller.
From the buyer’s perspective, the amounts allocated to depreciable assets can affect the tax basis of those assets and future capital cost allowance claims. From the seller’s perspective, the allocation can affect whether amounts are treated as income, recapture, capital gains, or proceeds relating to goodwill or other property.
The parties therefore sometimes have competing preferences about allocation.
The purchase agreement should reflect a commercially supportable allocation that has been reviewed with the parties’ accountants.
The Tax Basis Is Different in a Share Purchase
When shares are purchased, the assets themselves remain inside the corporation.
The buyer obtains a tax cost in the shares it acquires, but the corporation generally does not receive a new fair-market-value tax basis in all of its underlying assets simply because its shareholders changed.
This is one reason buyers and sellers can have different tax preferences when negotiating between an asset and share structure.
The legal structure and tax structure need to be considered together rather than treating tax as something to address after the purchase agreement has already been negotiated.
What Happens With HST?
HST treatment is another important difference.
The purchase of corporate shares is generally not subject to GST/HST.
An asset purchase is different because the transaction involves supplies of individual business assets. Depending on the assets involved, GST/HST may otherwise apply.
However, where the purchaser acquires all or substantially all of the property reasonably necessary to carry on a business or part of a business, the buyer and seller may be able to make a joint election under section 167 of the Excise Tax Act so that GST/HST is not payable on qualifying assets included in the transaction.
The CRA generally uses a threshold of at least 90% for the “all or substantially all” requirement, and other conditions apply.
The availability of the election should therefore be confirmed rather than automatically inserting a GST44 election clause into every asset purchase agreement.
What if the Business Owns Real Estate?
Real property can materially affect the analysis.
If land is purchased as an asset, Ontario land transfer tax can apply to the acquisition of the property. The real estate component also needs its own title, financing, environmental, zoning, and closing review.
In a share transaction, the corporation generally remains the registered owner of its real estate. The shares change ownership rather than the land itself being conveyed to the purchaser.
That difference can be commercially significant where the company owns valuable real estate, although the broader tax and corporate implications still need to be considered.
Franchised Businesses Add Another Layer
A buyer acquiring a franchised business has an additional relationship to deal with: the franchisor.
An asset purchase will commonly require a transfer of the franchise rights or the execution of a new franchise agreement. The franchisor may impose approval requirements, training requirements, transfer fees, renovations, new guarantees, or other conditions.
A share purchase can also require franchisor approval if the franchise agreement contains change-of-control provisions.
The franchise documents, lease and business purchase agreement therefore need to be considered together. You can learn more about this part of the transaction through our franchise law practice.
Financing Can Affect the Choice
The buyer’s lender may also influence transaction structure.
In an asset deal, acquisition financing can often be secured against the assets being purchased, although the lender will want to understand existing security registrations, asset values and whether liens can be discharged at closing.
A share acquisition can involve a more complicated financing and security structure because the borrower is acquiring shares while the operating assets remain owned by the target corporation.
Vendor take-back financing can appear in either structure and introduces additional issues concerning promissory notes, security, priority, guarantees, repayment rights, and what happens if the buyer defaults after closing.
What We Have Been Working On in 2026
Our recent transaction work provides good examples of why the choice between assets and shares depends on the business rather than a simple rule.
In one matter, we have been acting for the purchaser of an Ontario pharmacy in an approximately $560,000 asset acquisition. Because the buyer is acquiring the operating assets rather than the vendor corporation, the legal work has included reviewing equipment and inventory, security interests, employee matters, contracts, the commercial premises, franchise requirements, supplier arrangements, and the liabilities that will and will not move to the purchaser.
That transaction illustrates one of the advantages of an asset structure: the purchaser can define the business assets it is acquiring while negotiating specifically which obligations, if any, it will assume.
In another 2026 matter, we acted on a US$1.25 million share acquisition of a Canadian transportation business. That structure required a different type of review because the buyer was acquiring the corporation itself. Due diligence therefore extended to the company’s contracts, employees and contractors, vehicles, debt and security, regulatory matters, tax information, working capital, insurance, and historical liabilities.
We have also advised on proposed acquisitions of franchised businesses where the transaction structure had to be considered alongside the commercial lease, franchisor approval, financing, inventory, equipment, transfer fees, and the buyer’s intended operating corporation.
These files reinforce something I see repeatedly in practice: “asset or shares?” is not just a tax question and it is not just a legal question. It is a deal-structure question that affects almost every part of the transaction.
The examples above are anonymized and certain transaction details have been generalized or rounded to protect client confidentiality.
Asset Purchase vs. Share Purchase: A Practical Comparison
| Issue | Asset Purchase | Share Purchase |
|---|---|---|
| What is acquired? | Specified assets of the business | Shares of the operating corporation |
| Historical liabilities | Buyer can generally negotiate which liabilities are assumed, subject to applicable law | Remain inside the corporation acquired by the buyer |
| Contracts | May need assignments and third-party consents | Generally remain with corporation, but change-of-control clauses must be reviewed |
| Employees | Buyer may offer employment, subject to continuity and other employment-law considerations | Employer corporation remains the same |
| Tax basis of business assets | Purchase price is allocated among acquired assets | Underlying corporate asset tax values generally remain unchanged |
| GST/HST | May apply, although a section 167 election may be available in qualifying transactions | Purchase of shares is generally not subject to GST/HST |
| Seller tax considerations | Depends on assets and allocation | Potential capital gains treatment and, where requirements are met, possible access to the lifetime capital gains exemption |
| Operational continuity | More assets, contracts and licences may need to be transferred individually | Corporation continues operating under the same legal entity |
So Which Structure Is Better?
There is no universal answer.
A buyer may initially prefer an asset purchase because it offers greater flexibility around liabilities and acquired assets. A seller may initially prefer a share sale because of potential tax treatment and the ability to sell the corporation as a whole.
But the transaction can move in the opposite direction once the parties review the details.
For example:
- a regulated business may have licences that are difficult to transfer;
- a valuable customer contract may prohibit assignment but permit a share sale;
- a commercial landlord may refuse an assignment;
- historical liabilities may make a share purchase unattractive;
- the seller may not qualify for the anticipated share-sale tax treatment;
- financing may work better under one structure;
- real estate may be involved; or
- the buyer may want only part of the existing business.
Those issues should ideally be identified before the parties lock themselves into a letter of intent.
Questions I Would Ask Before Choosing the Structure
For a buyer or seller considering an Ontario business transaction, I would want to understand:
- What exactly does the buyer want to acquire?
- Does the corporation have significant historical liabilities?
- Are there contracts that cannot easily be assigned?
- Is there a commercial lease?
- Are licences or regulatory approvals important to the business?
- How many employees are involved?
- Does the business own real estate?
- Is there secured debt?
- Will the acquisition be financed?
- Is vendor financing involved?
- What tax structure does the buyer’s accountant recommend?
- What tax structure does the seller’s accountant recommend?
- Is the business franchised?
- Are third-party approvals required?
- What needs to happen immediately after closing for the business to continue operating?
Once those questions are answered, the advantages and disadvantages of each structure usually become much more concrete.
How Falcon Law PC Can Help
Falcon Law PC acts for buyers and sellers in Ontario business transactions, including asset purchases, share purchases, letters of intent, due diligence, purchase agreements, financing-related documentation, negotiations, and closing.
Our approach is to look at the transaction as a whole rather than treating the purchase agreement as an isolated document. That means considering the corporate structure, contracts, employees, financing, leases, franchises, regulatory requirements, and other issues that can determine whether the business actually transfers successfully on closing.
You can learn more about our business purchase and sale legal services or our broader business and corporate law practice.
If you are considering buying or selling an Ontario business, it is usually worth settling the asset-versus-share question before the letter of intent or purchase agreement goes too far, particularly where tax, financing, leases, licences, or historical liabilities may influence the structure.
This article is intended for general informational purposes only and does not constitute legal, tax, accounting, or financial advice. Transaction structure and tax treatment depend on the particular business, parties, assets, liabilities, and circumstances involved.
