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."