Windsors & Losers

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.

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.

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.

Welcome to the inaugural edition of the Windsors & Losers Book Club. In lieu of a traditional weekly episode, Eva and Allie are launching a periodic mini-series about — in their humble opinions — the best royal biographies and autobiographies of all time. The first episode goes back to the book that started a cottage industry of "serve-and-tell" memoirs, in which former royal employees lift the lid on what life is really like with the Windsor family. The Little Princesses , by Elizabeth and Margaret's one-time governess Marion Crawford, is a saccharine look inside the girls' wartime childhoods. But what happened next is the real story; Marion turned into something of a cautionary tale. Have you read this book? Let us know what you think!

It's holiday season, and that means vacation musings from Harry and Meghan — and us, as well. Hosts Allie and Eva reflect on their pilgrimages to various royal sites in England, and — more importantly — dissect what the Sussexes meant to convey with their carefully edited images from Portugal and England. In other news, James Middleton branches out in business and a storied royal home hits the market.

The Indomitable Harriet Sperling and Peter Phillips

Come with us, won't you, as we imagine what exactly King Charles and Prince Harry discussed during their fateful fifty minute meeting at Clarence House last September. In Windsors & Losers's first (and possibly last) radio play, our intrepid (and unencumbered by a potential absence of acting talent) hosts take on the roles of father and son to imagine what happened on September 10, 2025. It's a timely reflection, we hope, being that Harry plans to visit London again this week with the intention of once again seeing his father after years of estrangement.

Far be it from us to turn down the opportunity to discuss a frivolous anecdote about a young Princess Diana. We are only human, after all! This week, our hosts reflect on a teenage Diana's romantic pranking, discuss Harry and Meghan's imminent return to the United Kingdom, and unpack the curious latest act from William in his quest to get promoted from "Prince of Pubs" to "King of Pubs."

When you're King, you don't have one birthday party; you have two. The Windsors marked King Charles's "official" birthday with a brooch-tastic parade and flyover, while elsewhere, Camilla's son Tom was busy extolling the virtues of uniquely British art of the putdown. And finally, we have another example to add to the list of Prince William's desire to be "The King of Change." So, do keep up: he's the Prince of Pubs and the King of Change.

We just can't help being excited that the royal family has welcomed another member to the "Breath of Fresh Air" club with the official arrival of Harriet Sperling as a member of the Firm. Harriet, who won a permanent place in our hearts by wearing a turtlenecked wedding dress, married Princess Anne's son Peter Phillips over the weekend, and we were just delighted. Good news is so hard to come by these days. In other developments, Prince William is gunning for a "Prince of Pubs" title and we bid adieu to Pamela Mountbatten, a 97-year-old distant royal relative who saw more than her fair share of excitement for one lifetime.

Ah, it's betrothing season in the extended royal universe and, frankly, we adore every second of it. In this week's episode, we break down the forthcoming second wedding of Princess Anne's son Peter to the too-good-to-be-true Harriet Sperling, who is both gorgeous and gainfully employed. Plus, we celebrate the fourth (!!) wedding of Princess Diana's brother Charles, this one to former Nordic Person of the Year Cat Jarmon. In other royal news, there are developments over at the Duchy of Cornwall, where Prince William is shaking up literal centuries of tradition by making big changes after three years as its manager.

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.

Prince William hosted a garden party, revealed how he likes his tea, and went through a wide range of emotions at an Aston Villa game. Meanwhile, Princesses Beatrice and Eugenie returned to the London scene at a friend's 40th. And we recap a new list of British businesses who received royal warrants, asking ourselves: why do we care about these darn warrants so much?

King Charles and Queen Camilla wrapped up a flawless tour to the United States, charming us with their references to the Magna Carta, enthusiasm for gardening with children, and bringing garden party culture to our shores. We recap tasty morsels from the trip, as well as remark upon Will and Kate's 15th wedding anniversary celebrations and a forthcoming new project involving Princess Diana.

This week, Eva and Allie discuss the latest twists and turns in Princess Diana's little brother Charles Spencer's love life. We couldn't help but wonder: could there be *too* much passion over there at Althorp House? Meanwhile, royal insider Anne Glenconner is blessing us with a new book filled with her unique royal insights. Her latest publication is about... picnics. You read that right. But trust us when we say that an essay on picnicking by Princess Margaret is one for the ages. And finally, where were you on April 29, 2011? It's hard to believe, but William and Kate are marking fifteen years married this week and, in honor of this great milestone, the Telegraph has a somewhat useful recap of the Waleses' last decade and a half.

If the King’s son and daughter-in-law take a gaffe-free visit to a former Commonwealth country, is it a royal tour? Harry and Meghan‘s Australian journey has us putting on our thinking caps, while we take a slightly less deep dive into the upcoming nuptial of Peter Philipps and Harriet Sperling and what it all means. Finally, we can’t contain our enthusiasm at another definite royal tour, that of King Charles and Queen Camilla to the United States. Join us, won’t you?

Not so long ago, in a time called the nineties, Camilla Parker Bowles was the most hated person in Britain. Today, she’s Queen, without so much as a “consort” to qualify her status. How did she go from the “other woman” in the Charles and Diana fairytale-turned-nightmare to, as Allie puts it, “a granny with a book club”? In this re-listen of a classic Windsors & Losers episode, Eva and Allie introduce listeners to the magician who turned Camilla royal. And we ask, if Camilla was able to convince Britain to accept her, then surely there's a path back for Harry and Meghan?

Despite our best efforts to ostrich in true royal style, we were unable to avoid last week's news about Andrew Mountbatten-Windsor's ongoing scandal. We couldn't help but wonder: what if Charles actually doesn't have what it takes to hold the royal family together through this period of well-deserved scrutiny? We also consider the meaning of William and Kate having engagements on the same exact day (300 miles apart) and Princess Anne taking a turn as the royal brooch-wearer-in-chief.

Dear listeners, it finally happened. An intrepid Windsors & Losers host (Eva) was able to observe William and Kate as living and (presumably) breathing mortals. In today's episode, we recap this lofty BAFTAs sighting, recap all the Andrew news we'd previously missed, and muse momentarily on what's up with the Wessex-Edinburghs.

Full disclaimer: we recorded this episode earlier this week, and much (probably) has happened in the world of the Windsors. Regardless, we recap the timeless prose of Tom Parker Bowles and... beef bourguignon. Also, we reflect on a new biography about Prince William and Princess Catherine which asserts that Prince Harry's claim to have been shoved by William was wildly overblown. Plus: Andrew Mountbatten Windsor, and his road to arrest.