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

EPISODE · Apr 14, 2026 · 36 MIN

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

from This is History: 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

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

NOW PLAYING

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

0:00 36:28

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar episodes found.

No similar podcasts found.

Frequently Asked Questions

How long is this episode of This is History: History’s Greatest Fails?

This episode is 36 minutes long.

When was this This is History: History’s Greatest Fails episode published?

This episode was published on April 14, 2026.

What is this episode about?

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....

Can I download this This is History: History’s Greatest Fails episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!