The Chris Cuomo Project

Trump Picked The Wrong Fight With Canada

August 27, 2026·1h 24m
Episode Description from the Publisher

Kevin O’Leary (investor, entrepreneur, and Shark, ABC’s “Shark Tank”) joins Chris Cuomo for a wide-ranging conversation about Donald Trump’s economic challenges heading into the midterms, the escalating trade fight with Canada, and what America needs to compete in the AI and energy race. O’Leary argues that despite strong markets and corporate performance, Trump has a problem at the kitchen table: small-business owners and everyday Americans are still feeling the effects of high energy, food, and operating costs. He explains what he thinks Trump could change before November, including easing tariffs and focusing more directly on the economic pressures facing small businesses and the heartland. Chris and Kevin also dig into Trump’s increasingly contentious relationship with Canada and Prime Minister Mark Carney, whom O’Leary calls “smart as hell.” They debate whether Trump’s approach to tariffs and trade is ultimately hurting American interests, how Carney has benefited politically from standing up to Trump, and why the economic relationship between the U.S. and Canada makes a prolonged trade war difficult for both countries. Plus, O’Leary discusses his massive investments in energy and AI infrastructure and responds to the growing backlash against data centers over their use of water, power, and other community resources.  Join The Chris Cuomo Project on YouTube for ad-free episodes, early releases, exclusive access to Chris, and more: https://www.youtube.com/@chriscuomo/join Follow and subscribe to The Chris Cuomo Project on Apple Podcasts, Spotify, and YouTube for new episodes every Tuesday and Thursday: https://linktr.ee/cuomoproject Save 20% on your first online Lucy order at https://lucy.co/CUOMO with promo code CUOMO! Learn more about your ad choices. Visit megaphone.fm/adchoices

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