One of Canada's "Dragons' Den" stars is breathing fire at a former co-star over Canada's approach to the Donald Trump White House.

Alberta Premier Danielle Smith says while she doesn't want to assume anything after her meeting with U.S. president-elect Donald Trump at his Mar-a-Lago residence over the weekend, Canada needs "to be prepared" that threatened tariffs are on the way.

Arlene Dickinson, a celebrity investor on the CBC show 'Dragons' Den' and a member of the Canada-U.S. Council, criticized fellow former dragon Kevin O'Leary's conversations with U.S. President Donald Trump.

Canadian-born businessman Kevin O’Leary has been pushing the potential benefits of an ‘economic union’ with the U.S., but at such a precarious political time, how dangerous is this dynamic, and what is O’Leary trying to achieve?

U.S. President-elect Donald Trump says he would use economic force to annex Canada. Canadian celebrity investor Kevin O’Leary makes the case for joining an ‘economic union’ with the U.S.

Shark Tank investor Kevin O'Leary, on January 8, 2025, appeared in a discussion with Daniela Cambone on The Daniela Cambone Show.

An ambitious plan from celebrity investor Kevin O'Leary to build the world's largest AI data centre in northern Alberta is facing opposition from a First Nation in the region. In December, O'Leary Ventures announced plans to build Wonder Valley, a $70-billion data centre in the Municipal District of Greenview, near Grande Prairie.

Kevin O'Leary, who said a U.S.-Canada merger might make some sense, visits Trump in Palm Beach at Mara-a-Lago with Alberta Premier Danielle Smith.

Also in attendance was Kevin O'Leary, aka Mr. Wonderful ... She has advocated for Canada and U.S. to increase their partnership as her province is extremely rich in gas and oil.

Shark Tank's Kevin O'Leary sees benefits in U.S.-Canada merger For his part, O'Leary, who was on a panel interview at Florida Atlantic University on Dec. 4, is apparently taking the whole "make ...

The CNN commentator reminded the "Shark Tank" investor about his ties to the president-elect in a tense on-air exchange.

Kevin O'Leary has detailed the priorities of US President Donald Trump, which include tax cuts, deregulation, tariffs, and achieving energy independence.