Windsors & Losers

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.

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.

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.

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.

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.

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.

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.

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?