Expert answer

Should I pass my business to my children or sell it?

Neither option is automatically right. A family transfer keeps the business and its values in the family and can be structured tax-efficiently, while a sale usually realizes more cash sooner and separates the business decision from the family relationship. The honest starting point is whether your children actually want to run it, not whether you want them to.

Reviewed

Owners often assume passing the business to a child is the natural next step, and sometimes it is. But it is a decision with real consequences for both the business and the family, and it deserves the same scrutiny a sale to a stranger would get, arguably more, because a bad outcome here damages relationships as well as finances.

What a family transfer genuinely offers

Done well, a transfer keeps the culture, the customer relationships and the values you built into the business, and it can be structured with tools like an estate freeze so that future growth accrues to your child rather than to your own estate. It can also be paced over several years, letting your child grow into the role while you stay involved.

What it does not automatically solve

A transfer does not make your child a competent operator, and it does not remove the tax consequences of moving ownership — those still have to be planned for, often with more lead time than a sale to an outsider would need. It can also leave you financially dependent on a business you no longer control, which is a harder position than most owners expect going in.

Questions worth answering honestly

  • Does your child want to run this business, or do they want to avoid disappointing you?
  • Do they have, or can they realistically develop, the skills the role needs?
  • Does the transfer give you enough to retire on, or would a sale fund your retirement better?
  • If you have other children who are not involved, how does the transfer treat them fairly?

Why the comparison should happen early

The tax and legal structuring for a family transfer takes years to set up properly, so this comparison has to happen well before you plan to leave, not as a last-minute choice between two options. Getting an independent valuation for both scenarios makes the comparison concrete instead of emotional.

Sources

This answer is checked against primary sources. Links were last confirmed on the dates shown.

  1. 01
    Canada Revenue AgencyGovernment
    Selling a business
    canada.ca·Checked Aug 14, 2026
  2. 02
    Canadian Federation of Independent BusinessResearch data
    Succession Tsunami: Preparing for a decade of small business transitions
    cfib-fcei.ca·Checked Aug 14, 2026
  3. 03
    Treadstone LawLegal commentary
    Buying a Business From a Family Member in Ontario
    treadstonelaw.ca·Checked Aug 14, 2026
  4. 04
    Treadstone LawLegal commentary
    How the Lifetime Capital Gains Exemption Shapes the Asset vs Share Decision in Ontario
    treadstonelaw.ca·Checked Aug 14, 2026

Deavo is an advertising and listings platform, not a brokerage, law firm or valuation firm. This page is general information, not legal, tax, accounting or valuation advice, and rules differ by province. Confirm anything you rely on with a qualified professional before you act on it.