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Author: John Loukidelis (page 3)

Twenty years

Posted on: August 22, 2025 Last updated on: August 14, 2025 Written by: John Loukidelis
Today is the 20th anniversary of this blog. I made my first post on it on August 22, 2005. I’m now working on post number 1,077.
Continue reading “Twenty years”…

Shares acquired by a trust are QSBCSs

Posted on: August 21, 2025 Last updated on: August 15, 2025 Written by: John Loukidelis
On January 1, 2023, a newly-formed personal trust purchased shares of Opco from Dad, who owned them throughout the preceding two years. The trust sold the shares on June 30, 2023, to an unrelated person. The CRA found that the…
Continue reading “Shares acquired by a trust are QSBCSs”…

TOSI and a power of attorney

Posted on: August 18, 2025 Last updated on: August 14, 2025 Written by: John Loukidelis
Son is the owner of 10 out of 100 issued Common Shares in the capital of Opco, which are the only issued shares of the corporation. Son grants a power of attorney to his father to exercise all rights to…
Continue reading “TOSI and a power of attorney”…

Vefghi appeal allowed

Posted on: August 16, 2025 Last updated on: February 13, 2026 Written by: John Loukidelis
The Federal Court of Appeal has allowed the Crown’s appeal and dismissed the cross-appeal of one of the taxpayers in Vefghi Holding Corp. v R, 2023 TCC 135, which I discussed here. See R v Vefghi Holding Corporation, 2025 FCA…
Continue reading “Vefghi appeal allowed”…

De facto control and IGT rules

Posted on: August 14, 2025 Last updated on: August 14, 2025 Written by: John Loukidelis
If Son’s Buyco issues a note to his parents for the purchase of all of the shares of Opco, would the parents have de facto control of Buyco and Opco because of the note? The CRA said they would, if…
Continue reading “De facto control and IGT rules”…

Donation tax shelters

Posted on: July 17, 2025 Last updated on: July 17, 2025 Written by: John Loukidelis
Cases relating to donation tax shelters continue to pop up from time to time, and the hapless taxpayers are not having much success. The more recent cases generally focus on whether the taxpayers should be entitled to a tax credit…
Continue reading “Donation tax shelters”…

Mail room affidavits

Posted on: June 27, 2025 Last updated on: June 19, 2025 Written by: John Loukidelis
In Zampieri v R, 2025 TCC 25—which is yet another limitation period case from Mr Justice Bocock—one issue was whether the CRA had sent notices of confirmation and reassessment on the dates printed on them. Mr Justice Bocock was not…
Continue reading “Mail room affidavits”…

Canada Child Benefit and Shared Custody

Posted on: June 23, 2025 Last updated on: June 19, 2025 Written by: John Loukidelis
In Wong v R, 2025 TCC 24 (informal procedure), Mr Justice Bocock provided a helpful road map of the surprisingly complicated rules relating to shared custody and entitlement to the Canada Child Benefit.
Continue reading “Canada Child Benefit and Shared Custody”…

Misdirected assessment

Posted on: June 19, 2025 Last updated on: June 19, 2025 Written by: John Loukidelis
Poor Mr Lam trusted his tenant to forward important mail while Mr Lam was out of the country, but the tenant left a 2016 HST assessment in a pile of junk mail. Mr Lam didn’t become aware of the assessment…
Continue reading “Misdirected assessment”…

50-50 shareholders and s 160; directors and independent contractors

Posted on: June 13, 2025 Last updated on: June 5, 2025 Written by: John Loukidelis
McCague v R, 2025 TCC 59, is another section 160 case where 50/50 shareholders caused their corporation to pay them dividends at a time when it owed taxes. The Court held that section 160 applied and summarized the law in…
Continue reading “50-50 shareholders and s 160; directors and independent contractors”…
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Amended guidance on third-party penalties

The CRA has amended IC01-1R2 (“Third-Party Penalties”) in light of Guindon v R, 2015 SCC 41, and Ploughman v R, 2017 TCC 64. It has confirmed that “culpable conduct” “is defined with reference to the types of conduct the courts…
Continue reading “Amended guidance on third-party penalties”…

Related siblings under section 55

At the 2025 APFF conference, the CRA stated that the sisters in the following scenario would be related as per subparagraph 55(5)(e)(i): Sister A and Sister B each owned 100 percent of the shares of their respective holding corporations, whose…
Continue reading “Related siblings under section 55”…

Subsection 55(2) can be good actually

If subsection 55(2) applies to a dividend, and the cash related to the dividend needs to be paid to an individual shareholder anyway, the shareholder will likely be better off compared to the situation obtained when the subsection does not…
Continue reading “Subsection 55(2) can be good actually”…

Loans by a partnership to a partner

The CRA has generally held that a loan from a partnership to a partner will reduce the ACB of the partner’s partnership interest because of the “all-encompassing” language in subparagraph 53(2)(c)(v) of the Income Tax Act (Canada). The CRA has…
Continue reading “Loans by a partnership to a partner”…

Directors of a dissolved corporation

In 2008, I wrote an article for the Hamilton Law Association Journal that, among other things, addressed the status of directors of a corporation that has been dissolved. I referred to Leger v R, 2007 TCC 322, which held that,…
Continue reading “Directors of a dissolved corporation”…

Recent Posts

Amended guidance on third-party penalties

The CRA has amended IC01-1R2 (“Third-Party Penalties”) in light of Guindon v R, 2015 SCC 41, and Ploughman v R, 2017 TCC 64. It has confirmed that “culpable conduct” “is defined with reference to the types of conduct the courts…
Continue reading “Amended guidance on third-party penalties”…

Related siblings under section 55

At the 2025 APFF conference, the CRA stated that the sisters in the following scenario would be related as per subparagraph 55(5)(e)(i): Sister A and Sister B each owned 100 percent of the shares of their respective holding corporations, whose…
Continue reading “Related siblings under section 55”…

Subsection 55(2) can be good actually

If subsection 55(2) applies to a dividend, and the cash related to the dividend needs to be paid to an individual shareholder anyway, the shareholder will likely be better off compared to the situation obtained when the subsection does not…
Continue reading “Subsection 55(2) can be good actually”…

Loans by a partnership to a partner

The CRA has generally held that a loan from a partnership to a partner will reduce the ACB of the partner’s partnership interest because of the “all-encompassing” language in subparagraph 53(2)(c)(v) of the Income Tax Act (Canada). The CRA has…
Continue reading “Loans by a partnership to a partner”…

Directors of a dissolved corporation

In 2008, I wrote an article for the Hamilton Law Association Journal that, among other things, addressed the status of directors of a corporation that has been dissolved. I referred to Leger v R, 2007 TCC 322, which held that,…
Continue reading “Directors of a dissolved corporation”…

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Archives

Categories

Recent Posts

Amended guidance on third-party penalties

The CRA has amended IC01-1R2 (“Third-Party Penalties”) in light of Guindon v R, 2015 SCC 41, and Ploughman v R, 2017 TCC 64. It has confirmed that “culpable conduct” “is defined with reference to the types of conduct the courts…
Continue reading “Amended guidance on third-party penalties”…

Related siblings under section 55

At the 2025 APFF conference, the CRA stated that the sisters in the following scenario would be related as per subparagraph 55(5)(e)(i): Sister A and Sister B each owned 100 percent of the shares of their respective holding corporations, whose…
Continue reading “Related siblings under section 55”…

Subsection 55(2) can be good actually

If subsection 55(2) applies to a dividend, and the cash related to the dividend needs to be paid to an individual shareholder anyway, the shareholder will likely be better off compared to the situation obtained when the subsection does not…
Continue reading “Subsection 55(2) can be good actually”…

Loans by a partnership to a partner

The CRA has generally held that a loan from a partnership to a partner will reduce the ACB of the partner’s partnership interest because of the “all-encompassing” language in subparagraph 53(2)(c)(v) of the Income Tax Act (Canada). The CRA has…
Continue reading “Loans by a partnership to a partner”…

Directors of a dissolved corporation

In 2008, I wrote an article for the Hamilton Law Association Journal that, among other things, addressed the status of directors of a corporation that has been dissolved. I referred to Leger v R, 2007 TCC 322, which held that,…
Continue reading “Directors of a dissolved corporation”…

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