Windsors & Losers
Windsors & Losers
Eva & Allie
Britain's royal family generates controversial headlines each and every day, but in our unhumble opinion, the most interesting tales are those buried in the footnotes. Hosts Eva and Allie are excavators of bygone scandals and peculiar details about the Windsors. For example, did you know that King Charles runs a bed and breakfast in Romania? Or that he's been building his own real town for more than 30 years? Windsors & Losers is the podcast that tells you a curiously overlooked story about the British royal family in each episode.
Book Club 1: The Serve-and-Tell Memoir That Changed Everything
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!
Aug 4
52 min
The Symbolism and Semiotics of Harry and Meghan's Holiday Snaps
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.
Jul 28
45 min
The Indomitable Harriet Sperling and Peter Phillips
The Indomitable Harriet Sperling and Peter Phillips
Jul 7
46 min
Radio Play: 50 Minutes at Clarence House
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. 
Jun 30
22 min
We Shall Never Tire of Princess Diana Anecdotes
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."
Jun 23
42 min
He's William, Prince of Pubs and King of Change
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. 
Jun 16
56 min
All Hail Harriet Sperling, the Turtlenecked Bride
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. 
Jun 9
58 min
Attention: Prince William Is Doing "Stuff"
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.
Jun 2
50 min
The One In Which the Middleton Siblings Take Center Stage
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.
May 19
40 min
Everyone Should Feel a Love Like William's for Aston Villa
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?
May 12
47 min
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