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Tell Me Where I'm Going (Wrong)
Josh Leuner and Sean O'Callaghan
69 episodes
4 days ago
Two exes engage in an irreverent chat about pop culture, ageing in the queer world, and what it's like for a romantic relationship to morph into friendship. Interspersed are funny quips about current events, as well as plenty of trips down memory lane. Enjoy the ride!
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Relationships
Society & Culture
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All content for Tell Me Where I'm Going (Wrong) is the property of Josh Leuner and Sean O'Callaghan and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Two exes engage in an irreverent chat about pop culture, ageing in the queer world, and what it's like for a romantic relationship to morph into friendship. Interspersed are funny quips about current events, as well as plenty of trips down memory lane. Enjoy the ride!
Show more...
Relationships
Society & Culture
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Ep 68 - Who is Madeline, Actually?
Tell Me Where I'm Going (Wrong)
1 hour 13 minutes 27 seconds
2 weeks ago
Ep 68 - Who is Madeline, Actually?

In this episode of Tell Me Where I’m Going (Wrong), Josh and Sean dive into a packed conversation that swings from royal scandals to societal collapse.

They kick things off with the impact of daylight savings and explore the UK royal family’s immense wealth, privilege, and the lingering controversies surrounding Prince Andrew (now known as Prince Mountbatten Windsor). The hosts unpack public frustration with the monarchy, the abuse of power among elites, and how wealth hoarding connects to the slow-motion collapse of society as we know it.

The discussion turns philosophical as they explore how past civilizations have fallen, what wealth inequality looks like today, and whether we’re repeating the same mistakes.

From there, the mood lightens as they reflect on Lily Allen’s artistic journey, her deeply personal new album, and the emotional truth in her songwriting. David Harbour’s ears will be burning! They also dip into the cult TV world of Dark Shadows and wrap things up with a chat about Halloween, nostalgia, and the strange comfort of spooky traditions.

Listen, subscribe, and tell us where we’re going wrong.

Enjoy the ride!

#TellMeWhereImGoingWrong #Podcast #RoyalFamily #LilyAllen #WealthInequality #PrinceAndrew #DarkShadows #PopCulture #BritishPodcast #Halloween #Society #Collapse #CulturalCommentary


About the Hosts

Josh Leuner is a London-based singer and plant-geek. Find out more about him here:

https://linktr.ee/joshandthejumpstarts 


Sean O’Callaghan is an award-winning blogger and published author. Find out more about him here:

https://linktr.ee/fatgayvegan 


Theme Music

Our theme music is the song Empty Seat by  Josh and The Jumpstarts   -  Stream it here: 

https://open.spotify.com/artist/4KxOAKJFWCoSWBMA99QEax?si=3Q_SjkQKTVuXANcrxmh95g


Other things we reference:


Damian Carrington article about societal collapse:

https://www.theguardian.com/environment/2025/aug/02/self-termination-history-and-future-of-societal-collapse


Fall of Civilisations Podcast on YouTube:

https://www.youtube.com/@FallofCivilizations

Tell Me Where I'm Going (Wrong)
Two exes engage in an irreverent chat about pop culture, ageing in the queer world, and what it's like for a romantic relationship to morph into friendship. Interspersed are funny quips about current events, as well as plenty of trips down memory lane. Enjoy the ride!