Windsors & Losers

The One In Which the Middleton Siblings Take Center Stage

May 19, 2026·40 min
Episode Description from the Publisher

It's been a while since James and Pippa Middleton have been at the forefront of our Windsor-loving minds, but this week, they're back! James had a canine-friendly run-in with Queen Camilla at Clarence House, while Pippa and her husband "James Matthews, 50, hedge fund manager" are generating headlines thanks to a local row we have dubbed "Gate-gate." All this in today's episode of Windsors & Losers, plus a deep dive into a new theory that King Charles and Prince Harry are more in cahoots that anyone realized.

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