The Fifth Column Members Only #291 - Leader of the Asshole Nation (w/ Kevin O'Leary)
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Dec 10, 2025 
Kevin O'Leary, the sharp-tongued entrepreneur known from Shark Tank, joins the conversation to discuss a wide range of captivating topics. He dives into the economics of hockey and why athletes earn big bucks, critiques Trudeau's policies for hindering Canadian investment, and analyzes Pierre Poilievre's campaign missteps. O'Leary also warns about the dangers of restricting tech sales to China and emphasizes the importance of bipartisan support for small businesses. With humor and candor, he navigates the intersection of politics and economics.
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Policy Paralysis Crippled Canada's Growth
- Kevin O'Leary argues Trudeau's policies, especially C-69, stopped major projects and sank investor confidence in Canada.
- That led sovereign wealth funds and pension plans to divest, producing flat GDP and prolonged economic decline.
Carney's Missed Open Net Explained
- Kevin O'Leary recounts being in the room as Pierre Poilievre's lead evaporated after campaign missteps and friction with Trump-era dynamics.
- He predicts Poilievre will likely lose his seat or influence within months due to missing a clear majority opportunity.
Tariffs Will Become Reciprocal VAT Equivalents
- O'Leary expects tariffs will normalize into reciprocal VAT-style levies matching trading partners' consumption taxes.
- He sees pending deals (India, Canada, China) moving toward reciprocity rather than permanent protectionism.