Windsors & Losers

Windsors & Losers

Follow us on TikTok

Got questions? Send us an email

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our...

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...

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for adv...

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company...

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...

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

The Indomitable Harriet Sperling and Peter Phillips Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. 

Hosted by Simplecast, an AdsWizz c...

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." Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. 

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal d...

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...

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...

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our...

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?

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

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...

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? Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collecti...

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 Megh...

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

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. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Oh, the royals... so much internal strife, and so little action. This week, we check in on the latest maneuvers from Camp Fergie, and wonder how Zara and Mike Tindall have managed to stay so... unproblematic. Prince William suffers an unfortunate comparison, which — through a long, winding road of logic — causes us to wonder about the state of the institution as a whole. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

We seek refuge from Andrew Mountbatten Windsor’s long-awaited move and attempts to evade the law by discussing… royal chickens. Both King Charles and his grandson, Prince Archie, keep chickens accustomed to a certain regal lifestyle. But back to Andrew: his own brother, Prince Edward, finally broke the royal’s omertà on the Epstein scandal with a short response from a convention in Dubai (and was followed by a Monday statement from Charles, as well as one from Will and Kate). We discuss all this and only a tiny bit more in this week’s Windsors & Losers. Hosted by Simplecast, an AdsWiz...

Why can't the royals just snack all day like normal people? In the latest royal crusade against eating, we learn about Princess Anne's preference for tea instead of luncheon. We also traipse through annals of royal real estate history in order to educate ourselves about the Sandringham home selected for Andrew Mountbatten Windsor (and its fitting proximity to... ooze). As a palate cleanser, we celebrate the release of His Majesty's new Amazon documentary, Finding Harmony, and reflect on how Charles was able to have his very own door — and special chair! — at the Windsor Castle premiere. Hosted by Simplecast, an AdsWiz...

Prince Harry takes the stand in his ongoing crusade against press intrusion, revealing that he's not a fan of wine — and, we can''t help but wonder, does that include As Ever rosé? On the other hand, Prince William declares a crusade to save pubs, and King Charles is revealed to be a late-night garden conversationalist. What a week! 

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What a week to sink one's teeth into royal news. We spend more time than is natural dissecting the reasoning behind Will and Kate hiring a "crisis PR manager" named Liza Ravenscroft, whose own Linkedin says... she's a specialist in crisis and reputation management. We also celebrate Kate's 44th by pondering what she ordered for lunch with her mother and sister. And finally, we celebrate one great royal relation — Tom Parker Bowles, of course — and his paean to Wetherspoon's hotels in the Daily Mail. 

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about...

New year, same royals! This week, Eva and Allie are diving into what really matters: the royals' portfolio of rentable holiday homes, Queen Camilla's wide-ranging book club's big milestone, and the strange intersection of King Charles, Donald Trump, a ballroom, and porta-potties. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

It's a great week in the land of Windsors & Losers amid news that King Charles is doing well in his fight against cancer. We recap what this means for Charles's reign, as well as Prince William's engagement that mixed business casual with pints and the latest from the legal drama between Charles Spencer's estranged wife and current girlfriend. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

What do you get the eco-friendly King who has everything? Why, a portrait made of "trash!" We recap the latest homage to King Charles, this one made of found materials, as well as a brewing controversy between the monarch and an only-in-Britain television design personality. Finally, we recap a delightfully informal royal engagement from Zara Tindall and muse as to whether or not more royal goings-on may be in her future. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

What do you get the man who has everything? The keys to a garden kingdom neglected by his own parents for decades! King Charles marked his 77th birthday by unveiling some very idiosyncratic new gardens at Sandringham, one of his many stately homes. In less joyous news, we learn about the mauling (but fortunate recovery!) of Queen Camilla's grand-dog. And we curiously welcome Autumn with some spoken word from Princess Kate. 

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Hot off the press: King Charles is eating lunch, and it's not what you think it is! A new royal book has a ton of never-before-shared tasty morsels, including speculation on the real reason Charles and Queen Camilla don't share a bedroom every night. All this, and the inside scoop on Kate and William's new home decor and how Camilla is honoring a late royal with her discerning choice in pinky rings.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

A long-awaited reckoning comes for the former Prince Andrew, now simply Andrew Mountbatten Windsor. As the sun sets on Andrews time as a privileged son, we cast our spotlight to another royal offspring waiting in the wings… and yes, we are talking about Tom Parker Bowles. TPB raises the question himself of him becoming a prince, while unrest brews in King Charles’s model town, and Diana’s siblings offer a handful of unsolicited life updates. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

A deep dive on where the royals went wrong handling Prince Andrew's ongoing misdeeds, a long-overdue introduction to the glorious word of conkers (a King Charles-endorsed 'sport'!), and new reminiscences from Anne Glenconner, former bestie of Princess Margaret. Join Eva and Allie for all this, and a ranking the week's Windsors and (of course) losers. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.