Treadstone Associates
Case File · Succession Planning

Two children in the business and one outside it

Anonymised, illustrative composite. Equal shares looked fair on the cap table. The Income Tax Act was going to judge each sibling’s dividend on its own.

Treadstone Associates · Updated 2026

At a glance

  • • A founder of a $6,000,000 plastics manufacturer wanted equal $2,000,000 transfers to three adult children, only two of whom worked in the business.
  • • ITA s.84.1(2.31)(b)(ii) requires the purchaser corporation to be controlled by children 18 or older, and (f)(ii) that “at least one member of the group of children” be actively engaged — not all of them. The rollover relief was never the obstacle.
  • • TOSI’s “excluded shares” test has three conditions, not two, and the third — that the corporation’s income is not derived from a related business other than its own — is the one a pure holding company fails.
  • • The fix was where her shares sat: issued in the operating manufacturer itself rather than in the purchaser corporation, so her dividends are taxed at her own marginal rate rather than the top rate TOSI applies to the whole amount.

The situation

A founder of a plastics injection-molding component manufacturer, valued at $6,000,000, had three adult children: two worked full-time in the business, and one — a physician with no history in the company — had never worked there at all. The founder wanted an equal, three-way transfer: $2,000,000 of value to each.

The problem

The intergenerational transfer relief under ITA s.84.1(2.31) turned out not to be the obstacle. Paragraph (b)(ii) requires the purchaser corporation to be “controlled by one or more children…each of whom is 18 years of age or older,” and paragraph (f)(ii) requires only that “the child, or at least one member of the group of children, as the case may be, is actively engaged on a regular, continuous and substantial basis…in the activities of a relevant business” for the 36 months after the disposition. Not all of them. With two of the three children clearly meeting that test, the third could have held shares in the same purchaser corporation and the rollover relief would still have applied, riding on her siblings’ engagement rather than her own. The obstacle was what happened after closing, the first time a dividend was paid — and it turned on which corporation’s shares she held.

The numbers

ITA s.120.4, the tax-on-split-income rules, add “the highest individual percentage for the year multiplied by the individual’s split income” to a specified individual’s tax payable — the top marginal rate, applied to the whole amount, not a slice above some threshold. The out, for an individual who has “attained the age of 24 years before the year,” is an “excluded share.” The definition in s.120.4(1) sets three conditions, and the file the accountant first prepared tested two of them. Paragraph (a) requires that “less than 90% of the business income of the corporation…was from the provision of services” and that the corporation is not a professional corporation. Paragraph (b) requires the individual to own shares giving “10% or more of the votes” and having “a fair market value of 10% or more of the fair market value of all of the issued and outstanding shares.” Paragraph (c) — the one nobody had read — requires that “all or substantially all of the income of the corporation…is income that is not derived, directly or indirectly, from one or more related businesses in respect of the specified individual other than a business of the corporation.”

Every one of those three is a test about the corporation whose shares she owns. On the original plan that corporation was the purchaser corporation — a holding company whose only income would be dividends flowing up from the manufacturer. Paragraph (b) was fine: a third of the company is 33.3% of votes and value. Paragraph (a) looked fine only because a holding company has no service income, and no business income of any kind. Paragraph (c) was fatal. Her brothers are actively engaged in the manufacturer’s business, which makes it a related business in respect of her, and a holdco’s dividend income is derived indirectly from exactly that business rather than from a business of the holdco itself.

The rule that decided it

Qualifying for the s.84.1 rollover and qualifying for excluded-shares treatment are two separate tests, checked against two separate provisions, and one does not imply the other. The two active children clear TOSI a different way entirely — the “excluded business” route, since s.120.4(1.1)(a) deems an individual actively engaged where they work “at least an average of 20 hours per week during the portion of the year in which the business operates.” That is the same standard s.84.1(2.31)(f)(ii) borrows by express cross-reference, which is why the two children satisfy both provisions with one set of facts. The physician could never meet it. Her shares had to clear the excluded-shares route instead — and what decided whether they could was not her ownership percentage, which was never in doubt, but which corporation issued them.

The outcome

All three children ended up with an equal one-third of the value, but not all through the same corporation. The two active children took the purchaser corporation that acquired the founder’s shares under s.84.1(2.31). The physician’s third was transferred to her by the founder directly — a disposition to an individual, outside s.84.1 altogether, which applies only to a disposition of shares to a corporation. The corporation whose shares she owns is therefore the manufacturer itself: it derives well under 90% of its business income from services, it is not a professional corporation, she holds 33.3% of its votes and value, and its income is its own manufacturing income rather than income derived from someone else’s related business. All three paragraphs are satisfied on their own terms, and dividends on her stake are taxed at her own marginal rate like any other shareholder’s.

What it would have cost otherwise

Had the accountant assumed that qualifying for the s.84.1 rollover settled the tax question and not separately tested the physician’s shares, the first dividend paid on her stake would have told a different story. Say the company paid $80,000 to her in year one: s.120.4 taxes split income at the top rate on the full amount, not an excess over some threshold, so all $80,000 — not a portion of it — would have been taxed as if she were in the highest bracket, regardless of her actual income as a part-time physician. Confirming excluded-shares status before the first dividend, rather than after, is what kept that $80,000 taxed as ordinary shareholder income instead — and the confirmation that mattered was not about her, or her percentage, but about which corporation’s shares she was about to be issued.

The tell

The tell is assuming identical percentage stakes mean identical tax outcomes. They do not: three siblings holding the same one-third of the same company can land in completely different positions on the very first dividend, purely on whether each one, individually, works in the business. Every family member’s shares need their own excluded-shares or excluded-business test run separately — not once for the family as a group.

Takeaways

  • • A child does not need to work in the business to hold rollover-qualifying shares: s.84.1(2.31)(f)(ii) asks only that “at least one member of the group of children” be actively engaged, and it borrows the 20-hours-a-week deeming rule from s.120.4(1.1)(a) to measure it.
  • • TOSI is a separate hurdle from the rollover relief, and taxes the full amount of split income at the top rate, not just an excess over a threshold.
  • • Excluded-shares status turns on three conditions, not two — under 90% services income and not a professional corporation (a); 10% of votes and 10% of value (b); and all or substantially all of the corporation’s income not derived from a related business other than its own (c). A holding company routinely satisfies the first two and fails the third.
  • • The excluded-shares route is only open to an individual who has “attained the age of 24 years before the year” — paragraph (g) of the “excluded amount” definition. Younger adult shareholders need a different answer.
  • • Run the excluded-shares or excluded-business test for each family shareholder individually, and run it against the corporation that will actually issue their shares — equal percentages in the wrong entity do not guarantee equal tax treatment.

Sources

  • Income Tax Act s.120.4(1), definition “excluded shares” — the three conditions quoted above, in paragraphs (a), (b) and (c). Paragraph (c) is the related-business condition that a pure holding company fails.
  • Income Tax Act s.120.4(1), definition “excluded amount”, paragraph (g) — the excluded-shares route is available only to an individual who “has attained the age of 24 years before the year.”
  • Income Tax Act s.120.4(1) “excluded business” and s.120.4(1.1)(a) — the alternative route for the two working children, and the deeming rule — “at least an average of 20 hours per week during the portion of the year in which the business operates” — quoted verbatim.
  • Income Tax Act s.120.4(2) — marginal note Tax on split income: “There shall be added to a specified individual’s tax payable…the highest individual percentage for the year multiplied by the individual’s split income for the year.” The whole amount, not an excess over a threshold.
  • Income Tax Act s.84.1(2.31)(b)(ii) and (f)(ii) — the control-by-children condition and the at-least-one-child active-engagement condition, the latter expressly measured “including within the meaning of paragraph 120.4(1.1)(a).” Note s.84.1 applies only to a disposition of shares to a corporation, which is why a direct transfer to the physician sits outside it.
  • Treadstone Law — Family business shareholder agreements (Ontario) — adjacent, not on point: it identifies the active/passive split among family shareholders (“Some family members work in the business; others hold shares but do not contribute day-to-day”) as a governance problem, and does not cover TOSI or the excluded-shares test.
  • One gap, stated rather than papered over — CRA’s administrative guidance on the split-income rules could not be retrieved for this file (canada.ca refused the request). Everything above is taken from the statutory text alone; a live deal turning on a holding company’s excluded-shares status should be checked against CRA’s current published position as well.

Equal shares do not mean equal tax treatment.

A 30-minute call can tell you whether every family shareholder in your succession plan clears TOSI on their own.