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
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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.

New FreshFM Saturday morning host Chelsea Finlayson joins Oldmate and Josh for a gloriously rambling get-to-know-you episode.

Chelsea talks about breaking into comedy, mastering crowd work, authentic storytelling and finding her voice on radio. Along the way, the conversation wanders through vinyl collecting, Monopoly cheating, shock humour, second-hand treasures, strange health mysteries, neurodivergent brains, abandoned towns and whatever else happens to appear in the room.

It’s an hour of comedy, chaos and stories with one of Adelaide radio’s newest voices.

Music by: Pity Lips

Chelsea Finlayson joins Oldmate and Josh to tackle the Zodiac Killer: a man who committed horrific crimes, wrote baffling letters, demanded media attention and somehow turned being deeply annoying into a 50-year brand strategy.

We dig into the murders, the ciphers, the suspects, the newspaper panic and the endless parade of blokes who apparently owned the right shoes and had “a weird vibe.” Was the Zodiac a criminal mastermind, a lucky idiot, or just history’s most committed attention seeking pen pal?

Chelsea helps us sort fact from folklore, credible suspects from absolute nonsense, and one of America’s most infamous unsolved cases from the giant pile of people on the internet who are certain their neighbour’s uncle did it.

Dark, strange, occasionally ridiculous, and still unsolved.

Chealsea's Instagram

https://www.instagram.com/chelseafinlayso.n?

music: Pity Lips.

This episode was supposed to be about the Banana Wars — a wildly fascinating chapter of history involving empire, corporations, military intervention, and the strange dark comedy of how bananas became tangled up with power. That was the plan.

Then special guest Eddi Dąbrowska arrived, brought absolute chaos to the table, and the episode took several sharp turns off the historical highway.

So, caveat: this is not the tightly researched Banana Wars deep dive we intended. It is, however, a very fun ride. We strongly recommend digging into the Banana Wars yourself, because the real story is bizarre, grim, and genuinely worth your time.

This is what happens when good intentions meet great company and the wheels come off beautifully.

Eddi's Insta

https://www.instagram.com/thisiscomeddi?igsh=ZmJweTNhZjBrYXZh

Music: Pity Lips

What happens when the CIA looks at a cat and thinks, “That could be a spy”?

This week on Oldmate & Josh, we dig into Acoustic Kitty — one of the strangest Cold War intelligence projects ever attempted. The idea was simple, if you ignore every obvious problem: surgically turn a cat into a listening device, send it near targets, and let espionage happen.

Because apparently microphones, wires, batteries, animal behaviour, roads, hunger, fear, and the basic personality of cats were all details to sort out later.

We get into the real story, the myths around it, the wider Cold War atmosphere that made ridiculous plans feel reasonable, and why powerful people with huge budgets can somehow make decisions that sound like they were invented by a bored child with a glue gun.

It’s CIA chaos, animal espionage, government logic, Cold War paranoia, and one very unfortunate cat-shaped lesson in “just because you can try something doesn’t mean you should.”

Listen to Oldmate & Josh, The Podcast wherever you get your podcasts.

Website: https://www.oldmateandjosh.com

Listen / follow: https://www.oldmateandjosh.com/follow/

Apple Podcasts: https://podcasts.apple.com/au/podcast/oldmate-and-josh-the-podcast/id1745812861

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We’ve got shirts available now — support the show, wear the chaos, and remember: Work Less.

Want to yell at us, correct us, pitch an episode, or leave the most unhinged but defensible spy-animal theory possible? Head to the website and use the Send us a Voice Message button.

You can also email us: oldmateandjosh@gmail.com

Music by: Pity Lips

Dezi Freeman...

Criminal mastermind? A convenient suspect? Or a man whose reputation eventually became bigger than the evidence itself?

In this episode, Oldmate and Josh unpack the life, crimes, allegations, investigations, and enduring mystery surrounding one of Australia's most controversial criminal figures. We dive into the facts, the rumours, the media narratives, and the questions that continue to spark debate years later.

As the story unfolds, we explore how public opinion is formed, how legends grow around real people, and why some names become permanently attached to crimes regardless of what can actually be proven.

Was justice served? Did the public get the full story? And how much of what we think we know is fact versus folklore?

Expect deep research, uncomfortable questions, dark humour, and the kind of rabbit holes that make you question everything.