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      • Tax Dispute Caselaw & Signals

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      • Tax Dispute Caselaw & Signals

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What changes when a CRA reassessment shapes outcomes.

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When a Tax Court Appeal Becomes Cost, Not Opportunity

When a Tax Court Appeal Becomes Cost, Not Opportunity

Feb 6, 2026 11:47:15 AM - Key Takeaways The appeal failed because the parties continued after the win path had closed. The hearing created no real opportunity or upside. The case continued without a clear stop-point, turning...

Strategy and Outcomes

Analysis circulated periodically.

Counter Sphere 1 Image, with “Control and Economic Reality in Cross-Border Dividend Disputes” title text, Counter Tax Litigators LLP: disciplined litigation for critical tax disputes.

Control and Economic Reality in Cross-Border Dividend Disputes

Nov 24, 2025 12:27:21 PM - Key Takeaways Inconsistent cross-border descriptions created tension between the structure’s design and its economic reality. Risk and benefit flowed to different entities across jurisdictions, shapin...

Background Pattern 2 with Strategy Insights text - Shaping CRA Audit Outcomes Before Reassessment, trusted representation for complex, high-stakes tax disputes.

Shaping CRA Audit Outcomes Before Reassessment: Audit Escalation Risk Matrix

Feb 21, 2025 6:49:16 PM - This article is part of CFO Tax Dispute Insights, Counter Tax Litigators LLP’s executive series delivering strategic guidance to private businesses and CFOs on navigating high-stakes CRA disputes, rea...

Background Pattern 2 with Caselaw Insights text - Hidden Tax Risks in Corporate Life Insurance, strategic tax dispute navigation with deep legal expertise by Counter Tax Litigators LLP.

Hidden Tax Risks in Corporate Life Insurance

Feb 11, 2024 7:30:00 AM - Executive Summary A recent ruling by the Federal Court of Appeal in Gestion M.-A. Roy Inc. v Canada, 2024 CAF 16, underscores a growing risk in corporate tax planning: life insurance premiums paid by ...

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