News of Note

CRA rules on a 2-step distribution by a ULC to avoid Art. IV(7)(b) of the Canada-US Convention

CRA provided a ruling on the two-step approach for avoiding the application of the anti-hybrid rule in Art. IV(7)(b) of the Canada-US Income Tax Convention to a dividend deemed to be paid to US Parent by a Canadian subsidiary (“Holdco” - presumably a ULC) that is fiscally transparent for Code purposes.

Under the proposed transactions:

  • Opco (a taxable Canadian corporation which is not fiscally transparent for Code purpose) redeems all of its preferred shares held by the US Parent, with the applicable Part XIII tax being remitted.
  • Opco then declares and pays a dividend to Holdco out of its safe income.
  • Holdco adds a balance to its common share capital account, transferred out of its retained earnings, thereby giving rise to a deemed dividend for Canadian purposes. Crucially, this transaction is disregarded for Code purposes and would be disregarded for Code purposes even if Holdco were not fiscally transparent.
  • Holdco then reduces the balance in its common share capital account through a cash distribution equal to the increase in the previous step minus the amount of the Part XIII tax that was applicable to the above deemed dividend.

CRA ruled that Art. IV(7)(b) of the Convention would not apply to treat the deemed dividend as not having been paid to or derived by US Parent, so that withholding tax at the Convention-reduced rate of 5% would apply.

2012-0471921R3 is similar.

Neal Armstrong. Summary of 2025 Ruling 2024-1035241R3 under Treaties – Income Tax Conventions – Art. 4.

CRA indicates that the former partnership business need not be carried on continuously throughout the 3-month period referred to in s. 98(5)

S. 98(5) requires that, within 3 months of a Canadian partnership ceasing to exist, one of the members (the “proprietor”) must carry on the business that was previously the business of the partnership.

CRA indicated that there was no requirement that the proprietor carry on the business throughout the 3-month period, so that the business could recommence at any time during that period, i.e., the phrase "within the 3 months" does not mean "throughout the 3 months."

However, whether the former partner carried on the former partnership business and continued to use, in the course of that business, the partnership property acquired on the winding-up, was a question of fact (e.g., there might be one business even if there was a hiatus during which it was not carried on).

Neal Armstrong. Summary of 2 December 2025 CTF Roundtable, Q.11 under s. 98(5).

Income Tax Severed Letters 10 December 2025

This morning's release of two severed letters from the Income Tax Rulings Directorate is now available for your viewing.

CRA indicates that those claiming full clean economy credits should take “reasonable steps” to ensure compliance by their subcontractors with the union labour-rate requirements

Where a clean economy incentive claimant has claimed its tax credit at the “regular tax credit rate” (i.e., 10% higher than the (unenhanced) “reduced tax credit rate”) but is unable to substantiate having met the “Compensation Requirement” (respecting meeting (union-rate) prevailing wages) for covered workers employed by a third-party contractor, would CRA seek to apply the gross negligence penalty under s. 127.46(9)?

CRA indicated that the mere fact that a claimant is not able to demonstrate that covered workers employed by others met the Compensation Requirement would not, by itself, support the imposition of the penalty. However, to access the regular tax credit rate, a claimant who uses a contractor must be able to show that it took reasonable steps to ensure compliance with the Compensation Requirement. If no reasonable steps were taken, the claimant, by claiming at the regular rate, would run the risk of a determination that it, in circumstances amounting to gross negligence, failed to meet the prevailing-wage requirement.

Neal Armstrong. Summary of 2 December 2025 CTF Roundtable, Q.10 under s. 127.46(9).

CRA confirms that s. 191(4) specified amounts must be crystallized dollars, and that a PAC can increase a redemption amount above the specified amount

CRA indicated that the objective of s. 191(4) would be defeated if the issuer could specify the amount by way of a formula or simply indicate that the specified amount equalled the fair market value of the consideration for the share – and adjusting the specified amount under a price adjustment clause (PAC) was equally problematic.

CRA maintained its position that, in order for its value to have been specified, the specified amount must be expressed as an actual dollar amount and not as a formula, and it must not be subject to change pursuant to a PAC or otherwise.

Where a PAC operated to increase the share redemption amount so as to equal or exceed the specified amount, this would not result in the deemed dividend being disqualified as an excluded dividend – although by virtue of s. 191(5), the excess of the dividend over the specified amount would not qualify as an excluded dividend. However, where the PAC instead reduced the redemption amount to less than the specified amount, the entire amount of the deemed dividend would be disqualified from being an excluded dividend.

Neal Armstrong. Summary of 2 December 2025 CTF Roundtable, Q.9 under s. 191(4).

CRA finds that the majority-interest beneficiary of a discretionary trust was not affiliated with a subsidiary of the trust

To focus on the most informative scenario, an individual (“A”), who was a majority-interest beneficiary of a discretionary trust, thus was affiliated with the trust pursuant to s. 252.1(1)(g)(i). The trust held 80% of the common shares of Bco (which had only one class of shares) and A held the other 20%. A was the sole trustee.

Would A and the trust form an affiliated group of persons by which Bco was controlled such that Bco was affiliated with A pursuant to s. 251.1(1)(b)(ii)?

CRA (which indicated that it would restrict its remarks to matters of de jure control) noted that, pursuant to s. 251.1(4)(a), reference to a trust does not include a reference to the trustee. Accordingly, it was the trust alone that had de jure control of Bco, such that the trust and Bco were affiliated. Since Bco was controlled by a single person (the trust), in accordance with the Southside principle (which in this context had not been overridden by a provision like s. 256(1.2)(b)), it could not be said that Bco was controlled by a group of persons consisting of A and the trust.

This would suggest, for instance, that a sale by Bco to A would not be subject to the suspended loss rules.

Neal Armstrong. Summary of 2 December 2025 CTF Roundtable, Q.8 under s. 251.1(1)(b)(ii).

We have translated 6 more CRA interpretations

We have translated a further 6 CRA interpretations released in December of 1999. Their descriptors and links appear below.

These are additions to our set of 3,393 full-text translations of French-language Technical Interpretation and Roundtable items (plus some ruling letters) of the Income Tax Rulings Directorate, which covers all of the last 26 years of releases of such items by the Directorate. These translations are subject to our paywall (applicable after the 5th of each month).

Bundle Date Translated severed letter Summaries under Summary descriptor
1999-12-24 23 November 1999 External T.I. 9900695 F - EXPLOITE MEME ENTREPRISE Income Tax Act - Section 111 - Subsection 111(5) - Paragraph 111(5)(a) 11-month cessation of operations by target before its acquisition likely would extinguish its losses
26 November 1999 External T.I. 9905485 F - EXON. D'UN REVENU D'EMPLOI-INDIEN Other Legislation/Constitution - Federal - Indian Act - Section 87 working for the Department of Indian and Northern Affairs on First Nations matters did not alter the Guidelines’ application
26 November 1999 External T.I. 9905595 F - EXON. D'UN REVENU D'EMPLOI-INDIEN Other Legislation/Constitution - Federal - Indian Act - Section 87 Guidelines applied in the normal matter notwithstanding working for the Department of Indian and Northern Affairs on First Nations matters
26 November 1999 External T.I. 9907255 F - EXON. D'UN REVENU D'EMPLOI-INDIEN Other Legislation/Constitution - Federal - Indian Act - Section 87 Guideline 3 did not apply to frequent meetings on a reserve unless more than 50% of the duties of employment were performed on a reserve
24 November 1999 External T.I. 9909485 F - DEDUCTION OUTILS TECH. AUTO. Income Tax Act - Section 8 - Subsection 8(1) - Paragraph 8(1)(i) - Subparagraph 8(1)(i)(iii) no deduction for the bearing of tool purchases or employer-mandated clothes-cleaning costs
24 November 1999 External T.I. 9926555 F - DEDUCTION DES INTERETS Income Tax Act - Section 20 - Subsection 20(1) - Paragraph 20(1)(c) - Subparagraph 20(1)(c)(i) confirmation of IT-315, para. 2 re leveraged purchase and amalgamation

CRA indicates that losses from the non-Treaty-exempted portion of a Canadian branch business may be carried over to the taxable profits of such portion in other years

Where a US resident carries on, through a permanent establishment (PE) in Canada, a single business that consists of an activity resulting in income that is treaty-exempt, such as the cross-border transport by vehicle that is exempt under Art. VIII(4) of the Canada-US Treaty (the “Exempt Activity”), and an activity resulting in income that is not so exempt, e.g., intra-Canada transport (the “Taxable Activity”), that single business would fall within the Treaty-protected business definition (a business in respect of which “any income” of the taxpayer is exempt by treaty from Part I tax).

In 1999-0008185, CRA concluded that if the Taxable Activity for such a business produced a loss, such loss would not by virtue of ss. 115(1)(c) and 111(9) (prohibiting the deduction of losses from a treaty-protected business) be available to reduce profits from the Taxable Activity in another year.

When asked to comment, CRA indicated that the total business profits attributed to the Canadian PE must reflect what the PE would have been expected to earn if it were a distinct and separate enterprise engaged in the same or similar activities under the same or similar conditions, dealing wholly at arm’s length with the US resident. Once such total profits were determined, they were required to be apportioned between the Exempt Activity under Art. VIII(4), and the Taxable Activity in accordance with arm’s length principles (in a consistent manner from year to year) so as to reasonably and accurately reflect the functions and risks associated with those respective activities. Provided that the taxpayer’s resulting allocation of revenue and expenses was appropriate, losses arising from the Taxable Activity could generally be deducted against profits from that same activity in accordance with s. 115(1)(c) and s. 111(9). This would allow the loss from the Taxable Activity to shelter future taxable profits from that same activity. No detailed technical explanation for this departure from 1999-0008185 was given.

Neal Armstrong. Summary of 2 December 2025 CTF Roundtable, Q.7 under s. 111(9).

CRA confirms that a related Rentalco would generally not be a relevant group entity under s. 84.1(2.31)(c)(iii)

S. 84.1(2.31)(c) (and, somewhat similarly, s. 84.1(2.32)(c)) generally requires that the parent(s) not control, after the disposition to the children’s purchaser corporation, such purchaser corporation, the subject corporation, or any other person or partnership (a “relevant group entity”) that carries on, at the disposition time, an active business that is relevant to the qualification of the shares of the subject corporation as qualified small business corporation shares (QSBCS).

Mr. A and his spouse were the equal shareholders of Opco, with an active business, and Mr. A wholly owned Realco, whose only significant asset was a building that it leased to Opco for use in its operations. 2024-1036641E5 F concluded that, in relation to a sale of the shares of Opco by the two spouses to the Holdco of their adult child, Realco would not be considered a relevant group entity. Would this result change if Opco had a loan receivable from Realco?

Whether Realco was a relevant group entity rested on (i) whether it carried on an active business at the time of disposition and (ii) whether such active business was relevant in determining whether the Opco shares were QSBCS.

Regarding the first test, Realco was carrying on a specified investment business and thus was not carrying on an active business at the time of the disposition. Although s. 129(6)(b) might deem rental income earned by Realco from Opco to be income from an active business for purposes of ss. 129(6) and 125, this deeming rule does not apply for purposes of ss. 84.1(2.31) and (2.32).

If, for discussion purposes, it nonetheless were assumed that Realco carried on an active business, then in applying the second test, it would be necessary to determine if all or any portion of the FMV of the loan receivable was needed for the Opco shares to be considered as QSBCS. In other words, if Opco could meet all the conditions of having QSBCS by reference to the fair market value of other assets, that is, treating the loan receivable as an inactive asset, then Realco would not be a relevant group entity.

Neal Armstrong. Summary of 2 December 2025 CTF Roundtable, Q.6 under s. 84.1(2.31)(c)(iii).

CRA indicates that the continued-control test in s. 84.1(2.31)(f)(i) or (2.32)(g)(i) does not require that each member of the purchaser corp control group remain a child of the taxpayer

The intergenerational transfer rules include (in s. 84.1(2.31)(b)(ii) or s. 84.1(2.32)(b)(ii)) a requirement that one or more children of the taxpayer control the purchaser corporation at the time of the disposition; and (in in s. 84.1(2.31)(f)(i) or s. 84.1(2.32)(g)(i)) a requirement (the “continued-control test”) that during a specified time period following the disposition (e.g., 36 months under s. 84.1(2.31)(f)), the child or group of children continued to control the purchaser corporation.

CRA indicated that the continued-control test only requires that such control group have been children of taxpayer at the time of the taxpayer’s disposition, so that it would not matter if a member of such control group ceased to be a child of the taxpayer during the specified period, for example, because of divorce. For instance, if at the disposition time the purchaser corporation was owned equally by the taxpayer’s daughter and by her spouse, it would not matter if that couple divorced during the following specified period (assuming that they continued as the control group).

Neal Armstrong. Summary of 2 December 2025 CTF Roundtable, Q.5 under s. 84.1(2.31)(f)(i).