Canadian Tax Treatment of Prediction Market Gains and Losses: Polymarket, Kalshi, Event Contracts, and Other Predictive Markets

Prediction Market Taxation in Canada: How Are Polymarket and Kalshi Profits Taxed? Prediction markets have…

Published: June 17, 2026

Last Updated: July 23, 2026

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Canada’s Tax Act is Too Complex: Complaints about CRA Rise 27% Despite Recent Automated Tax Filing, Call Centre Failures, Processing Delays, Poor Communication

Overview: Rising CRA Complaints and the 2025–2026 Ombudsperson Report Signal Canadian Tax Administration is Out…

Published: June 17, 2026

Last Updated: June 18, 2026

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The OnlyFans Audit: Why a Canadian Tax Lawyer Warns Creators That the CRA Is Watching (for Income Tax Due)

Overview - Why OnlyFans Income Can Create Canadian Tax Obligations Online content creation has become…

Published: June 15, 2026

Last Updated: June 9, 2026

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Curran v The King (2026 TCC 79): The Fatal Consequences (and Hefty Penalties) of Pseudo-Legal Tax Arguments

Overview — Fatal Consequences of Pseudo-Legal Arguments and File Abandonment The Tax Court of Canada…

Published: June 13, 2026

Last Updated: June 9, 2026

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Restrictive Covenants in Business Sales or Share Sales: How to Navigate the Default Rule, plus Statutory Relief from CRA

The Dilemma: Commercial Necessity vs. Harsh Tax Defaults When a business is sold, whether through…

Published: June 12, 2026

Last Updated: June 9, 2026

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How CRA Taxes U.S. ‘Profits Interests’ – Canadian Tax Lawyer Explains How to Avoid Double Taxation

Profits interests are equity interests that may be issued by a partnership in consideration for…

Published: June 11, 2026

Last Updated: June 9, 2026

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Why the Federal Court of Appeal Upheld 100% Tax on TFSA Advantages: Canadian Tax Lawyer Analyzes Hunt v. Canada, 2026 FCA 88

Overview: Tax or Penalty? The Constitutional Significance of Hunt v. Canada The decision in Hunt…

Published: June 10, 2026

Last Updated: June 9, 2026

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Malek v The King (2026 TCC 84): Net Worth Assessments, Gross Negligence Penalties, and the Risks of Poor Tax Compliance in Canadian Owner-Managed Businesses

Overview — The Tax Court Clarifies the Burden Facing Taxpayers in Net Worth Assessments In…

Published: June 9, 2026

Last Updated: June 5, 2026

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Toronto’s Vacant Home Tax: A Complete Guide to Tax Exemptions, Tax Appeals, and Tax Compliance for Toronto Property Owners

Toronto Vacant Home Tax Overview: What Every Toronto Property Owner Must Know Toronto property owners…

Published: June 9, 2026

Last Updated: August 7, 2026

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