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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
View all episodes
By Josh Leuner and Sean O'CallaghanIn 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