Windsors & Losers

Latest Episodes:

Royal Bride Harriet Sperling Phillips Continues a Family Tradition Nov 03, 2026

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Hello! Magazine thrilled the world with the reveal of a brand-new cover star: a Mrs. Harriet Sperling (aka Harriet Phillips), bride of the wedding of the millennia! We dissect the meaning of Harriet's big moment in the press, while also recapping local trouble for Pippa Middleton and her husband James, as well as a very understated tour for one Sophie, Duchess of Edinburgh.

Dang, Prince William Can Be Charming When He Wants to Be Oct 27, 2026

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Prince William sat on Graham Norton's storied sofa and decided to turn on his megawatt royal charm. And you know what? It worked! We were charmed. Maybe this whole King thing will work out for him after all. This week, our hosts recap William's foray onto national television as well as analyze new anecdotes about his father Charles's legendary temper and his step-brother Tom Parker Bowles's enchanting prose.

Harry and Meghan Bring Some Sorely Needed Plot Oct 20, 2026

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What does it mean when two quasi-royal people undertake traditional royal engagements? This week, our hosts examine the semantics around Harry and Meghan's return to duty in the United Kingdom. Plus, Princess Diana's stepmother finds and unlikely ally and the late Queen's car goes up for auction.

A Sure Sign You've Read Too Many Royal Interviews Oct 13, 2026

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This week, we ignore the principal players in the royal family drama to focus on Princess Anne's ex-husband and Queen Camilla's son from her first marriage. But lest you think a dull episode is ahead, please have no fear and listen along as we learn about Zara Tindall's childhood, Tom Parker Bowles's good interview manners, and how the Queen herself hopes books never go extinct. Us too, Queen.

Kate and William, The Royal "Good Double Act" Oct 06, 2026

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Can't you just picture it: Prince William and Princess Kate side-by-side, ignoring their dishwasher in favor of hand cleaning the plates and utensils from dinner? That's the happy domestic picture Kate painted on a recent engagement, while elsewhere in England, Princess Anne took a principled stand against... running. And finally, we recap a heck of a night in New York City that saw Charles Spencer and his wife, Former Nordic Person of the Year Dr. Cat Jarmon, venture out for a conversation with Tina Brown.

Book Club 2: Charles Spencer's Version Sep 29, 2026

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Princess Diana's little brother, Charles Spencer, has set the royal-watching world alight with his new memoir, Swan Song. In this Winsors & Losers Book Club, episode two, Eva and Allie assess Charles's version of his and Diana's childhoods and how their lives changed when she married the other Charles, the then Prince of Wales. Is Charles Spencer giving us revisionist history, or merely logging what he knows for the good of history? Is he actually continuing a feud with Diana's former butler Paul Burrell, or really just telling the world he dated South Africa's first supermodel, "Josie"? We recount all of this — and, of course — rank a Windsor and a Loser, in this week's episode.

Picking Sides in King Charles Vs. Charles Spencer Sep 22, 2026

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Earlier this year we bemoaned a lack of plot for the British royal family, and boy — have we gotten more than we wished for. On this publication day of Charles Spencer's book about his late sister, Princess Diana, we share our theories and appreciations about the revelations told so far and the damage it's all doing to the monarchy. Elsewhere, Harriet and Peter Phillips are still married and a unique rumor about William and Kate make the rounds.

Harry and Meghan's Elusive English Endgame Sep 15, 2026

Show notes

Prince Harry and Meghan Markle are settling into life in England, announcing upcoming engagements, posting lovely countryside Instagram Reels with the kids, and ruffling the feathers of their royal relatives. Business as usual, right? We muse on their English end game, and touch on two very royal scandals affecting King Charles.

Harry, Meghan, and the Hamptons of England Sep 01, 2026

Show notes

It's been a week since the news of the millennia dropped that Prince Harry and Meghan Markle were moving back to England. Well, they're there — and now, the world's press react. Eva and Allie share their four cents on the couple's quite lovely new neighborhood, while also tackling weighty issues such as a royal renaming controversy and Fergie's own return to Britain.

12 Semi-Educated Theories on Harry and Meghan's Return Aug 25, 2026

Show notes

August is usually a dull month for royal-watchers, but thanks to Harry and Meghan, the last four weeks have been a whirl of wind! Unless one resides under a sizable boulder, one would know that Harry and Meghan Sussex have decided to pick up sticks and trade Montecito, California for TBD, England. Today, hosts Eva and Allie share twelve theories about why, exactly, this move may be happening and why it matters. And, in other news, they discuss a bombshell from Princess Diana's brother and King Charles's wildly excessive gift to an artisanal craftsperson.

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