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Trump vs. Canada, Paramount Settlement Saga, and Melania's Return

August 25, 2026

AI Summary

5 min read

Kara Swisher, filling in for the absent Scott Galloway, hosted comedian Roy Wood Jr. on this episode of Pivot. The conversation ranged from a major breakdown in U.S.-Canada trade relations and the stalled Paramount merger to the latest Trump administration grift and personnel dramas. Wood, host of CNN’s Have I Got News for You, offered a comedian’s perspective on the absurdity of the news cycle, while Swisher provided sharp analysis of the business and political maneuvers behind the headlines.

Trump’s Trade War with Canada Escalates

The most significant development of the episode was the collapse of U.S.-Canada trade talks. Donald Trump lashed out at Canada, calling it one of the "worst nations" to deal with after Canadian Prime Minister Mark Carney walked away from negotiations. Carney, a former central banker, accused the U.S. of introducing last-minute, "unfair and uneconomic" demands. With no deal, Trump’s 50% tariffs on Canadian dairy, alcohol, and hockey equipment went into effect, and he threatened to raise tariffs on all Canadian cars, car parts, and steel to 50% starting January 1st. Carney has vowed to retaliate dollar for dollar.

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What you'll learn

  • 1 (00:00) **Intro & Guest Banter** - Kara Swisher hosts solo with guest co-host Roy Wood Jr., comedian and host of CNN's "Have I Got News for You."
  • 2 (13:25) **Trump Lashes Out at Canada** - Trade talks collapse, and Trump imposes 50% tariffs on Canadian goods, threatening further escalation.
  • 3 (17:34) **Paramount Merger Saga Heats Up** - California AG Rob Bonta halts settlement talks, accusing Paramount of bad faith, while the merger faces multiple lawsuits and ticking time bombs.
  • 4 (29:28) **Trump's Stock Trading Grift** - Trump's financial disclosure reveals over a thousand stock trades in June, including a suspicious purchase of SpaceX stock days after its IPO.
  • 5 (36:37) **Pentagon Fires Stars and Stripes Staff** - Defense Secretary Pete Hegseth fires top editors at the military's independent news outlet, citing a need to focus on "war fighting" over "woke distractions."
  • 6 (42:07) **Trump's Personal Relationships** - Melania makes a rare public appearance, Michael Cohen reconciles with Trump, and concerns about Trump's health emerge.
  • 7 (55:22) **Wins and Fails** - Kara and Roy share their wins and fails of the week.

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Guests on this episode

Show Notes

Kara is joined by comedian and “Have I Got News for You” host Roy Wood Jr., as Scott-Free August rolls on! They unpack Trump’s escalating trade war with Canada, his stock-trading spree, and his reunion with Michael Cohen. Then, the Paramount-Warner Bros. merger saga takes another twist as California AG Rob Bonta calls off settlement talks. Plus, the Pentagon targets Stars and Stripes, and Melania returns from... wherever she's been.


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