
Canada is heading into the largest small-business handover in its history. The Canadian Federation of Independent Business has estimated that 76% of small business owners plan to exit their business within the decade — putting over $2 trillion in business assets in motion. The most striking number in that report: only about 1 in 10 owners has a formal succession plan.
Markham and Richmond Hill sit squarely in the middle of this wave. Thousands of local businesses — restaurants, clinics, shops, service companies, many built over decades by first-generation owners — will change hands in the coming years. Some will sell well. Many will sell badly, or simply close, because the owner started preparing six weeks before retirement instead of two years.
This guide walks through the process of selling well. It is general information, not legal or financial advice — a good lawyer and accountant are non-negotiable for an actual sale, and we will point out exactly where they come in.
1. Start earlier than feels necessary
The single biggest difference between a strong exit and a weak one is lead time. Two to three years before you want to leave is the right time to start, because buyers pay for provable performance:
- Clean financial statements for at least the last two or three years, prepared or reviewed by an accountant. Cash sales that never hit the books cannot be sold — a buyer will not pay for revenue they cannot verify.
- Separate personal and business expenses. Every personal cost running through the business muddies the picture of what the business actually earns.
- Reduce owner dependence. If everything — supplier relationships, the best customers, the recipes, the passwords — lives in your head, the business is worth less to anyone who isn't you. Document processes and train staff to run without you.
2. Understand what your business is worth
Most owners either dramatically overvalue their business (years of sweat equity feel like they must be worth something) or undervalue it (and leave money on the table). Before you talk to a single buyer, get grounded on valuation — we've written a full plain-English explainer here: What Is Your Markham Business Actually Worth?
The short version: buyers of small businesses mostly care about seller's discretionary earnings (SDE) — the true annual cash benefit the owner takes out — and how transferable, documented, and durable that earning power is. For anything beyond a very small deal, a professional valuation from an accountant or a Chartered Business Valuator is money well spent.
3. Decide how you'll sell: quietly or openly
Confidentiality is the issue almost every seller underestimates. If staff, customers, suppliers, or your landlord learn the business is for sale before you're ready, the damage can be real — employees leave, competitors whisper, landlords stall. The standard tool is the blind listing: advertise the type of business, area, and financial profile ("established bakery, east Markham, strong weekend trade") without the name, and reveal details only to serious, identified buyers — ideally after a signed confidentiality agreement.
You'll also choose between selling yourself, using a business broker (typical commissions run high single digits to low double digits of the sale price — get the fee agreement in writing), or a hybrid: listing publicly while keeping a lawyer on call for the paperwork.
4. Prepare the package buyers actually want to see
Serious buyers ask for the same things every time. Having them ready signals a well-run business and speeds everything up:
- Two to three years of financial statements and tax returns
- A clear statement of what's included: equipment, inventory, goodwill, name, recipes, customer lists
- The lease. In a plaza town like Markham this can make or break the deal — buyers need to know the remaining term, renewal options, rent, and whether the landlord must consent to an assignment. Talk to your landlord early.
- Staff overview (roles, tenure, key people — no personal data at this stage)
- Why you're selling. "Retirement" is the most common and most reassuring answer; whatever yours is, be consistent and honest.
5. List where buyers are actually looking
Local buyers search locally. You can list your business for sale on MarkhamBusiness.com — listings appear alongside our business directory and reach people specifically looking at Markham and Richmond Hill opportunities, and buyer inquiries come through a gated form (name and email required), not anonymous scraping. Owner-listed businesses in our verified directory can also link their listing to their live profile — ratings, years in operation, reviews — which is exactly the proof a nervous buyer wants.
6. Qualify buyers before you invest time
Expect tire-kickers; every seller meets them. Protect your time and your confidentiality:
- Ask early, politely, how the purchase would be financed. A serious buyer has an answer.
- Use a confidentiality agreement before handing over detailed financials.
- Watch for buyers who are really just fishing for your numbers, your suppliers, or your lease terms — especially if they operate in your industry.
7. From handshake to closing
Once a buyer is serious, the deal usually moves through a familiar sequence — and this is where your professionals earn their fees:
- Letter of intent (LOI): price, structure, timeline, conditions. Usually non-binding, but it frames everything after.
- Due diligence: the buyer verifies your books, lease, licences, equipment, and contracts. Surprises found here kill deals or cut prices — which is why step 1 matters so much.
- Asset sale vs. share sale: the structure has major tax consequences for both sides. In some cases sellers of incorporated businesses can shelter a significant portion of the gain through Canada's lifetime capital gains exemption — whether you qualify, and the current limits, is precisely the conversation to have with your accountant before you agree on structure. You can find local accountants and business lawyers in our directory.
- Closing and transition: most buyers ask the seller to stay on for a training/transition period — commonly weeks to a few months. A generous transition protects your price and your legacy.
What sellers say matters most
In CFIB's survey, the top priority for owners selling their business wasn't actually the money: 90% said protecting their current employees mattered most, alongside getting the best price (84%) and finding a buyer who would carry the business forward the right way (84%). Selling well takes longer than selling fast — but it's how a business you spent decades building stays built.
Ready when you are: create your listing, or browse businesses currently for sale in Markham & Richmond Hill. This article is general information, not legal, tax, or financial advice.
About the Author

Business Tips Editor
Priya Sharma is a Chartered Professional Accountant (CPA) with an MBA from the Schulich School of Business. She has spent over fifteen years advising small and medium-sized businesses across the GTA, with a particular focus on owner-operated firms in Markham and Richmond Hill. Priya runs a small consulting practice in Richmond Hill and writes about practical business management, tax planning, hiring, and growth strategies for local entrepreneurs.
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