Henry VIII and Anne Boleyn are the Ross and Rachel of history episode artwork

EPISODE · Apr 14, 2026 · 34 MIN

Henry VIII and Anne Boleyn are the Ross and Rachel of history

from History’s Greatest Fails · host Sony Music Entertainment

To love is to risk heartbreak.  And while for some, breakups result in renewal, maybe some therapy (or a few months’ spent wallowing), for the historical figures of this episode… a relationship’s end has broken many more things than hearts.  In this episode, Dan and Elizabeth discover the lessons of history’s epic failed romances through three world-changing unions: Henry VIII and Anne Boleyn; Mark Antony and Cleopatra; and Edward VIII and Wallis Simpson.  Each couple burned bright and fast, and with their downfall came the end to the worlds from which they came: Catholic England, the Roman Republic, and (in the case of Edward) a grand near-miss.  So what can epic historical breakups teach us about our world today? And why are we compelled to come back to grand romantic epics? – As always, Dan’s royal favourites can chime in anytime on the royal court on Patreon at patreon.com/thisishistory. And don’t forget to listen to this season’s accompanying bonus episodes for this miniseries, where Dan and Producer Al are dissecting the biggest historical failures as submitted by the royal favourites. In this episode, they discuss the failures of royals over various centuries to deliver the one thing they need - heirs.  – A Sony Music Entertainment production.  Find more great podcasts from Sony Music Entertainment at sonymusic.com/podcasts  To bring your brand to life in this podcast, email [email protected]  Learn more about your ad choices.  Visit megaphone.fm/adchoices  –– Presented by Dan Jones and Elizabeth Day  Producer - Alan Weedon Senior Producer - Dominic Tyerman Researcher - Phoebe Joyce  Executive Producer - Simon Poole  Executive Producer - Dan Jones Executive Producer for Daylight Productions - Elizabeth Day  Production Manager - Jen Mistri  Production coordinator - Eric Ryan  Head of content - Chris Skinner  Learn more about your ad choices. Visit podcastchoices.com/adchoices

Episode metadata supplied by the publisher feed · Published Apr 14, 2026

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