Selling

Tax planning before you sell

The structure of a sale can matter as much as the price. Get your accountant involved before you list, not after an offer is on the table. Ask about share versus asset sales, the lifetime capital gains exemption, timing, and whether the property is capital or inventory for tax purposes.

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Seller representation

How tax planning before a sale works

A plain explainer if you’re new to this.

  1. What it is

    Planning before you list

    How you own the property and how the sale is structured can change the tax you pay. Most of it has to be settled before you sign.

  2. The main taxes

    Gains, recapture and GST

    A sale can trigger capital gains tax, recaptured depreciation and, for some commercial sales, GST. See CRA’s capital gains guide and CRA’s GST/HST pages.

  3. Options

    Timing and structure

    Timing, payments over time, how the price is split between land and building, and whether you sell the property or the company that owns it all matter.

  4. What I do

    Work with your advisers

    I set the listing and terms around the advice from your accountant and lawyer.

What should I gather, ask and watch for?

Documents to gather

  • Title and property tax notices
  • Leases and operating statements
  • Mortgage statement and terms, including prepayment penalties
  • Wills, partnership or shareholder agreements, if they apply

Questions to ask

  • What is the property worth today, roughly?
  • What tax does a sale trigger, and can timing help? (ask your accountant)
  • What does it cost to break the mortgage?
  • Who has to sign, and do they all agree?

Common mistakes

  • Waiting until you have to sell
  • Making the decision without tax advice
  • Not checking who has authority to sign
  • Underpricing to sell fast without testing the market

Typical timeline

  1. NowValue range and tax advice
  2. Months 1 to 3Decide and prepare
  3. Marketing to offerOften 1 to 3 months
  4. Completion30 to 90 days after conditions

Typical ranges. Your lease, lender and the City set the real dates.

General information, not tax or legal advice. I’m not an accountant or a lawyer. Rules change, so check the numbers with yours before you act.

What a sale can trigger

  • Capital gains: half of the gain is taxable.
  • Recapture of capital cost allowance you claimed on the building, taxed as income.
  • GST on most commercial property, usually self-assessed by a registered buyer.
  • Property Transfer Tax for the buyer when title changes.

The lifetime capital gains exemption

For 2026 the exemption is $1,275,000. It applies to qualified small business corporation shares and qualified farm or fishing property, not to real estate you own directly. The main tests, according to CRA:

  • The company is a Canadian-controlled private corporation.
  • At the time of sale, 90% or more of its assets are used in an active business in Canada.
  • For the 24 months before, more than 50% were.
  • You or a related person held the shares for 24 months.

A company that mainly holds rental property generally doesn’t qualify. Cleaning up a company to pass the tests can take time, which is why planning early matters.

Share sale or asset sale: what’s the difference?

In a share sale, the buyer buys the shares of your company. The company itself doesn’t change, so it keeps its assets, contracts, leases, liabilities and history. The buyer takes over all of it, including anything that turns up later.

In an asset sale, the buyer picks what they want from the company, usually the equipment, inventory, goodwill and an assignment of the lease. Your company keeps everything else, including its debts and its history. You then wind up the company or keep it going.

Why sellers usually want a share sale

  • The lifetime capital gains exemption. For 2026 it’s $1,275,000 per person, and it only applies to shares of a qualified small business corporation. In an asset sale, the company sells the assets, so the exemption doesn’t apply to that sale.
  • A cleaner exit. The company goes with the buyer, so you aren’t left with a shell company holding old liabilities to wind up.

Why buyers usually want an asset sale

  • No surprises from the past. The buyer takes the assets they chose and leaves old debts, tax issues and claims with your company.
  • A higher cost base. The buyer’s cost is what they paid for each asset, so they can claim capital cost allowance on that higher amount. In a share sale, the company keeps its old, lower tax values.

Sales tax, the lease and other details

  • GST: an asset sale can attract GST. If the buyer gets substantially all (generally 90% or more) of what’s needed to run the business, you can usually file a joint section 167 election (form GST44) so no GST is payable. If youBoth of you have to be GST registrants, unless you aren’t registered.rsquo;re a GST registrant, the buyer has to be one too.
  • PST: in BC, PST applies to taxable assets such as equipment, furniture and software. It doesn’t apply to goodwill or to inventory bought for resale. Shares aren’t subject to PST.
  • The lease: in an asset sale, the lease has to be assigned to the buyer, and that usually needs the landlord’s consent. In a share sale, the tenant stays the same, but many leases treat a change of control as an assignment, so check the lease either way.
  • Meeting in the middle: a price adjustment, a mix of shares and assets, or a vendor take-back can bridge the gap. Your advisers will know which options make sense for you.
TopicShare saleAsset sale
What the buyer getsThe company, with everything in itThe assets they choose
LiabilitiesStay with the company, so they go to the buyerStay with your company
Lifetime capital gains exemptionCan apply if the shares qualifyDoesn’t apply to the company’s sale
Buyer’s tax costCompany keeps its old valuesReset to the price paid
GST and PSTNo GST or PST on sharesCan apply, but the GST election may cover a going concern
LeaseTenant stays the same, but check for a change-of-control clauseNeeds an assignment, usually with landlord consent
Usually preferred bySellersBuyers

Talk to your accountant and lawyer early, before you agree to a structure.

Questions people ask

What is the lifetime capital gains exemption for 2026?

$1,275,000 for qualified small business corporation shares and qualified farm or fishing property. It’s indexed to inflation.

Does the exemption apply if I sell my building?

Not if you own the building directly. It can apply to shares of a qualifying active business, so structure matters.

Should I sell shares or assets?

It depends on tax, liabilities and what the buyer will accept. Ask your accountant before you list.

Go deeper

If you’re looking for more details

Questions for your accountant
  • Could my shares qualify for the LCGE, and what would need to change?
  • How much recapture would I face?
  • Share sale or asset sale: what does each mean for me?
  • Does GST apply, and how will it be handled?
  • Should part of the price come later, as a vendor take-back?

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Planning a sale?

Tell me what you own and your timing. I can help you line up the right questions for your accountant.