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Category: GAAR

Harvard Properties detailed notes

Posted on: January 16, 2026 Last updated on: January 16, 2026 Written by: John Loukidelis
Harvard Properties 2024 TCC 139 per Boyle TCJ General procedure Under appeal A-382-24; A-388-24 “Another Section 160 Tax Avoidance Scam: Harvard Properties” Brian Arnold report 296 Jan 14/25 * Facts The following is a paraphrase of the facts set out…
Continue reading “Harvard Properties detailed notes”…

Accessing stranded ACB ok under GAAR

Posted on: April 10, 2024 Last updated on: April 10, 2024 Written by: John Loukidelis
In 3295940 CANADA INC. v R, 2024 FCA 42, the taxpayer appealed the application of the GAAR to a series of transactions that used ACB in shares of a corporation that the purchaser refused to purchase. The transactions, in effect,…
Continue reading “Accessing stranded ACB ok under GAAR”…

Deans Knight applied

Posted on: December 23, 2023 Last updated on: December 20, 2023 Written by: John Loukidelis
In R v. MMV Capital Partners Inc., 2023 FCA 234, the Court applied GAAR to a scheme where five of the original shareholders of the taxpayer maintained de jure control but an arm’s length party acquired 99% of the corporation’s…
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GAAR changes bad

Posted on: October 12, 2023 Last updated on: October 12, 2023 Written by: John Loukidelis
Subsection 245(3) will be amended so that a transaction will be an “avoidance transaction” if one of its main purposes is to obtain a tax benefit. Many more transactions will be avoidance transactions because tax considerations always play a major…
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GAAR object and spirit

Posted on: January 20, 2021 Last updated on: January 20, 2021 Written by: John Loukidelis
The author provides a summary of the detailed analysis undertaken by the Court in Gladwin Realty Corporation v Canada, 2020 FCA 142 to determine the object and spirit of the provisions of the Income Tax Act (Canada) at issue in…
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CDA timing and GAAR

Posted on: July 9, 2019 Last updated on: July 9, 2019 Written by: John Loukidelis
If a corporation triggers a capital gain, pays a capital dividend using the resulting CDA balance and then triggers a capital loss that, in effect, offsets the gain, does the GAAR apply? In Gladwin Realty Corporation v R, 2019 TCC…
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GAAR to be applied only when benefit realized

Posted on: January 4, 2019 Last updated on: January 4, 2019 Written by: John Loukidelis
The CRA, per Wild v R, 2018 FCA 114, accepts that the GAAR can be applied only after the benefit has been realized. Neal Armstrong summary of Alexandra MacLean, “CRA Audits of Large Corporations – The view from ILBD” November…
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Purpose of 84.1

Posted on: October 18, 2018 Last updated on: October 18, 2018 Written by: John Loukidelis
In E Hamelin, “Surplus Stripping: A New Approach?” 18:4 Tax for the Owner-Manager (October 18, 2018), the author notes that the Court in Pomerleau v R, 2018 FCA 129 seemed to treat the one-half portion of a capital gain that…
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GAAR and corporate surplus

Posted on: January 21, 2017 Last updated on: January 21, 2017 Written by: John Loukidelis
In Pomerleau c R, 2016 CCI 228, the Tax Court applied GAAR to a series of transactions that used the stop loss rule in 40(3.6) to create basis not caught by the PUC grind in 84.1, which in turn allowed…
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Self-assessing GAAR?

Posted on: January 5, 2017 Last updated on: January 5, 2017 Written by: John Loukidelis
In Quinco Financial Inc v R, 2016 TCC 190, Justice Bocock held that interest on a GAAR assessment accrues from the balance due date, just like any other assessment. His Honour, however, in obiter, also stated that a taxpayer has…
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Harvard Properties detailed notes

Harvard Properties 2024 TCC 139 per Boyle TCJ General procedure Under appeal A-382-24; A-388-24 “Another Section 160 Tax Avoidance Scam: Harvard Properties” Brian Arnold report 296 Jan 14/25 * Facts The following is a paraphrase of the facts set out…
Continue reading “Harvard Properties detailed notes”…

VD Info Circular Updated

I just updated my webpage article on voluntary disclosures, which addresses the CRA’s amended policy on VDs found in IC00-1R7 (Voluntary Disclosures Program).
Continue reading “VD Info Circular Updated”…

Poker appeals dismissed

The taxpayers’ appeals in the poker winnings trilogy of cases have been dismissed: Fournier-Giguère v R, 2025 FCA 112. English translations of the Tax Court decisions are now available. See 2022 TCC 132 (Fournier‑Giguère Judgment), 2023 TCC 3 (D’Auteuil Judgment)…
Continue reading “Poker appeals dismissed”…

Twenty years

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

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”…

Recent Posts

Harvard Properties detailed notes

Harvard Properties 2024 TCC 139 per Boyle TCJ General procedure Under appeal A-382-24; A-388-24 “Another Section 160 Tax Avoidance Scam: Harvard Properties” Brian Arnold report 296 Jan 14/25 * Facts The following is a paraphrase of the facts set out…
Continue reading “Harvard Properties detailed notes”…

VD Info Circular Updated

I just updated my webpage article on voluntary disclosures, which addresses the CRA’s amended policy on VDs found in IC00-1R7 (Voluntary Disclosures Program).
Continue reading “VD Info Circular Updated”…

Poker appeals dismissed

The taxpayers’ appeals in the poker winnings trilogy of cases have been dismissed: Fournier-Giguère v R, 2025 FCA 112. English translations of the Tax Court decisions are now available. See 2022 TCC 132 (Fournier‑Giguère Judgment), 2023 TCC 3 (D’Auteuil Judgment)…
Continue reading “Poker appeals dismissed”…

Twenty years

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

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”…

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Archives

Categories

Recent Posts

Harvard Properties detailed notes

Harvard Properties 2024 TCC 139 per Boyle TCJ General procedure Under appeal A-382-24; A-388-24 “Another Section 160 Tax Avoidance Scam: Harvard Properties” Brian Arnold report 296 Jan 14/25 * Facts The following is a paraphrase of the facts set out…
Continue reading “Harvard Properties detailed notes”…

VD Info Circular Updated

I just updated my webpage article on voluntary disclosures, which addresses the CRA’s amended policy on VDs found in IC00-1R7 (Voluntary Disclosures Program).
Continue reading “VD Info Circular Updated”…

Poker appeals dismissed

The taxpayers’ appeals in the poker winnings trilogy of cases have been dismissed: Fournier-Giguère v R, 2025 FCA 112. English translations of the Tax Court decisions are now available. See 2022 TCC 132 (Fournier‑Giguère Judgment), 2023 TCC 3 (D’Auteuil Judgment)…
Continue reading “Poker appeals dismissed”…

Twenty years

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

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”…

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