One hundred episodes. Countless rabbit holes, questionable theories and conversations that went wildly beyond the original point.

For this milestone celebration, we revisit the moments that shaped Oldmate & Josh, discuss amd honour the listeners who helped carry us here and reveal a few things we’ve been keeping up our sleeves. We’re also looking forward—unpacking potential new shows, strange creative projects and where this whole magnificent mess could go next.

There may even be an answer to a question nobody realised they’d been asking.

This isn’t the finish line.

It’s the end of the beginning.

Music by: Pity Lips

We book holidays as if another location contains a calmer, happier and more interesting version of ourselves. Then we arrive and discover the weather is real, the queues are real—and our personality came through baggage handling completely unharmed.

In this episode, Oldmate and Josh unpack Alain de Botton’s The Art of Travel: a philosophical look at why we travel, why the imagined holiday can feel better than the real one and why even paradise eventually becomes Tuesday. We explore anticipation, airports, bucket lists, exoticism, nature, photography, social-media performance and whether AI-generated itineraries are quietly removing curiosity from the journey.

Are we travelling to experience the world, escape ourselves, collect evidence—or simply remember how to pay attention?

Listener question: What is the greatest travel experience you’ve ever had that would still matter if you had no photographs and nobody knew you went? Leave a comment, send us a message or email oldmateandjosh@gmail.com.

Apologies for the publication-feed weirdness. Caleb is too sick to function and Oldmate’s brain has melted into a warm, unusable paste—so naturally, both were given access to podcast-distribution software. Welcome to Episode 99.2.

Website: https://www.oldmateandjosh.com
Listen and follow: https://www.oldmateandjosh.com/follow/
Instagram: https://www.instagram.com/oldmateandjosh/
Spotify: https://open.spotify.com/show/67lmDK0OJwdjKzCfrMEW41
Apple Podcasts: https://podcasts.apple.com/au/podcast/oldmate-and-josh-the-podcast/id1745812861

Music by Pity Lips.

We’re one episode away from the big 100!

This week, Jack Vaul joins us as we dive into the history of Rockstar Games—from the rise of Grand Theft Auto and Red Dead Redemption to the enormous expectations, rumours and eye-watering budget surrounding GTA VI.

We talk violence, controversy, gaming culture, billion-dollar development costs and how Rockstar turned digital crime into one of the biggest entertainment empires on Earth.

What’s your favourite Oldmate & Josh episode so far? Head to our website, find this episode and leave us a comment. There’s merch up for grabs for those who join in!

Website: https://www.oldmateandjosh.com/

Instagram: https://www.instagram.com/oldmateandjosh/

Music by Pity Lips.