Insights · October 2026 · Selling a Business

Selling to an employee ownership trust: protecting the seller without keeping control

Mid-century abstract of interlocking forms representing a seller and an employee ownership trust
In a Canadian employee ownership trust (EOT) sale, the seller can be protected as a creditor but not as a controller. A vendor take-back note, security over the shares and assets, lender-style covenants, reporting rights and up to 40% of the board seats are all available. What is not available is any right or influence that, if exercised, would let you control the company or the trust — the Income Tax Act makes that a condition of the $10 million capital gains exemption. Build every protection on the lender side of that line and you keep both the exemption and a realistic path to being paid.

Most owners who sell to an employee ownership trust are paid over time, out of the company’s own future profits. Their instinct — a sound one in any other sale — is to hold on to control until the last dollar arrives. The EOT rules forbid exactly that. You end up as the company’s largest creditor, often for six to ten years, and the statute says you may not be its boss for any of them.

Banks lend to companies they do not control every day. The structuring job in an EOT sale is to give the seller a bank’s protections and nothing a shareholder would have. I have written separately on how employee ownership trusts work in Canada; this piece is about the deal terms.

Where the statute draws the line on seller control

The $10 million exemption in section 110.61 of the Income Tax Act only applies to a “qualifying business transfer.” The definition in subsection 248(1) requires that, at all times after the sale, you deal at arm’s length with the company, the trust and any purchaser corporation, and that you do not retain “any right or influence that, if exercised, would allow” you — alone or with related or affiliated persons — to control any of them “directly or indirectly in any manner whatever.”

Two features of that wording matter more than the rest. “In any manner whatever” is the language Canadian tax law uses for de facto control — the influence that exists without a majority of the votes, which the Federal Court of Appeal examined in McGillivray Restaurant Ltd. v. Canada, 2016 FCA 99. And “if exercised” reaches rights you hold but never use. A springing right to take over the board on default is a right that, if exercised, would give you control. The safer reading is that its mere existence is the problem, not its use.

The test also runs “at all times after the disposition” — not just at closing. A protection package that is clean on signing day and gets tightened in year three, when the note falls behind, can put the original qualification in question.

The numbers that set the governance

The statute does not leave board and trustee composition to negotiation. These figures come from the definitions of “employee ownership trust,” “qualifying business” and “qualifying business transfer” in subsection 248(1) and from section 110.61, as amended to June 2026:

RuleThe figureWhat it means for the seller
Former owners on the operating company’s boardNo more than 40% of directorsApplies to anyone who, with related or affiliated persons, held 50% or more of the shares or debt before the sale. On a five-person board, you and your family get two seats at most.
Trustees at arm’s length from each sellerAt least 60% (unless elected by employees within the last five years)You can be a trustee, but a minority one.
Employee trusteesAt least one-third of trusteesCurrent employee beneficiaries sit at the trust table from day one.
Trustee votingEach trustee has an equal voteNo casting vote, no weighted vote for the founder.
Canadian-resident beneficiariesAt least 75% at the time of saleMatters for companies with staff abroad.
Seller clawback window24 monthsA disqualifying event in this period means your deduction is treated as never having applied.
Trust exposure after thatA further 8 yearsThe trust is deemed to realise a gain equal to the elected amount (up to $10 million) — and the trust is the party that owes you money.
Capital gains reserve on an EOT saleUp to 10 yearsTwice the usual five years, which suits a long vendor note.
Trust borrowing from the company to fund the priceRepayable over up to 15 yearsLets company cash flow move to the trust and on to you without an immediate shareholder-loan inclusion.

You also cannot be a beneficiary of the trust once you claim the deduction, and neither can anyone related to you. If your children work in the business, that is a family conversation to have before the letter of intent, not after.

What the seller can keep: protections that stay onside

Every item below is something a commercial lender routinely gets from a borrower it does not control. That is the test I apply when drafting: would a bank ask for this, and would anyone think the bank was running the company because it had it?

Where the price is partly contingent on performance, an earn-out can sit alongside the note. A price adjustment confers no control, though the employees will reasonably ask why they should carry both a debt and a performance target.

What crosses the line

These are the terms I would take out of a seller’s first draft. Some are clearly fatal; others are risky enough that the exemption is not worth the argument.

Enforcing your security in the first 24 months

One consequence surprises most sellers. If the company defaults early and you enforce against the pledged shares, the trust loses control of the company and may stop being an employee ownership trust. If that happens within 24 months of the sale, section 110.61 treats your own exemption as never having applied. Your remedy against the buyer can reverse your tax result.

The practical answers are structural. Size the note so that the first two years are conservative. Draft a workout period — a payment holiday or capitalised interest in exchange for tighter reporting — that applies before acceleration. And treat enforcement of the share pledge as the remedy of last resort, with remedies against the operating company’s assets first.

Why the employees’ protections are also yours

The trust deed must distribute among employee beneficiaries using only hours worked, pay (capped at roughly twice the threshold of the top federal tax bracket) and length of service, applied in the same manner to everyone. More than half of the employee beneficiaries must approve a winding-up, an amalgamation or merger of the company, or anything that would cost a quarter of them their beneficiary status. Those rules exist for the employees. They also mean the company cannot be quietly sold out from under your note.

The money that pays you is the money that would otherwise reach employees as distributions. A note that eats all free cash flow for a decade leaves the people you sold to with ownership on paper and nothing in their pockets — and an unhappy workforce probably runs the business less well than the one you sold. A workable deal usually leaves room for some distribution, even a modest one, from the first year.

The second shared interest is the trust’s tax status. After the first 24 months, a disqualifying event no longer touches your deduction, but for a further eight years the trust is deemed to realise a gain equal to the elected amount. That tax bill lands on the party that owes you money. A covenant from the trust to maintain EOT status, with notice of any trustee change, is a protection for you and a governance discipline for them.

How I would sequence an EOT sale

  1. Feasibility. Can the business carry the debt? Bank appetite, realistic free cash flow and a payout period both sides can live with. The EOT feasibility checklist covers the first pass.
  2. Valuation. An independent valuation. The trustees owe duties to the employees and need one to justify the price.
  3. Governance design. Board composition, trustee slate, the distribution formula and the trust deed — settled before the price is final, because they shape what the price can be.
  4. The financing package. Senior debt, vendor note, security, covenants and the intercreditor terms, drafted against the creditor-not-controller test above.
  5. Closing and the joint election. The trust, any purchaser corporation and each claiming seller elect jointly and allocate the $10 million among sellers by percentage, filed by the trust’s filing-due date.

The exemption is now permanent — Bill C-30 removed the 2026 end date and received royal assent on June 18, 2026 — so there is no reason to rush the governance work. If you are weighing an EOT against a third-party sale or a staged sale to managers, my pieces on business succession options and selling your business over time set out the alternatives, and the employee ownership trusts page explains how I act on these deals.

The owners who do well in an EOT sale accept early that they are now the bank. Banks get paid by structure, not by staying in charge.

Common questions

Can I stay on the board after selling my company to an employee ownership trust?

Yes, as a minority. No more than 40% of the operating company’s directors can be individuals who, together with related or affiliated persons, held 50% or more of the shares or debt before the sale. Avoid a casting vote or a quorum rule that needs your nominee present — either can turn a minority into control.

Can the selling owner be a trustee of the EOT?

Yes, but at least 60% of the trustees must deal at arm’s length with each seller (unless they were elected by the employees within the last five years), at least one-third must be employee beneficiaries, and every trustee has an equal vote.

Can I take a vendor take-back note and security on an EOT sale?

Yes. Vendor financing is how most EOT sales are paid for. A promissory note with interest, amortization and acceleration, a general security agreement, a guarantee from the operating company and a pledge of the purchased shares are all consistent with the rules, provided they give you creditor rights rather than control.

Can I keep a veto over major decisions until I am paid in full?

Lender-style negative covenants (no new senior debt, no asset sales outside the ordinary course, no distributions while in arrears) are generally fine. Approval rights over the budget, the CEO or strategy are the kind of influence the qualifying business transfer definition prohibits, and put the $10 million exemption at risk.

What happens if the company defaults on my note in the first two years?

If you enforce against the pledged shares and the trust loses control or stops being an employee ownership trust within 24 months of the sale, your exemption is treated as never having applied. Build in a workout period and enforce against company assets first.

Can I stay on as CEO after selling to an EOT?

Often yes, for a transition period, as an employee reporting to the board. The risk is cumulative: the CEO role plus board seats plus being the only secured creditor can add up to de facto control. Keep the arrangement time-limited and at market terms.

Is the $10 million EOT capital gains exemption still available after 2026?

Yes. Bill C-30, which received royal assent on June 18, 2026, made the exemption permanent. The $10 million limit applies per qualifying business transfer and is shared among the selling individuals by agreement in the joint election.

Can my family members be beneficiaries of the employee ownership trust?

Not if they are related to an individual who claimed the exemption on the sale. Employees who own 10% or more of a class of the company’s shares outside the trust, or who held 50% or more of the company before the sale, are also excluded.

KS
Written by Koby Smutylo

Koby is a business lawyer and the principal of Smutylo Law+ in Ottawa. Called to the Bar of Ontario in 2001, he has over two decades of experience in corporate, commercial, securities, and technology law, acting for business owners across Canada and for U.S. companies operating in Canada. He is also a trained mediator. More about Koby →

Legal information, not legal advice. For advice on your own situation, book a free 20-minute call.
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