What's to know about Oldmate and Josh?

Oldmate & Josh – The Podcast started the way a lot of the best conversations do — two mates sitting around talking about big ideas, strange stories, and the kind of questions that usually get brushed aside in polite company. Somewhere along the way we realised those conversations were worth sharing, so we put microphones in front of them and invited other interesting people to join us.

At its core, the podcast is driven by curiosity. We like asking questions, pulling on threads, and seeing where a conversation goes when you let it breathe. Some episodes are funny, some get surprisingly deep, and occasionally we stumble into something genuinely insightful. Mostly though, it’s just real conversations with interesting people.

Oldmate is a stand-up comedian, storyteller, and lifelong question-asker. He’s the one who tends to drag conversations into the strange corners of the internet, history, psychology, culture, or whatever topic has grabbed his attention that week. Equal parts curious and chaotic, he’s always looking for the story underneath the story — usually while trying to make everyone laugh at the same time.

Josh brings the balance. Calm where Oldmate is chaotic, thoughtful where things start drifting off course, Josh has a knack for asking the question everyone listening is already thinking. He keeps the conversations grounded while still happily jumping into the madness when the moment calls for it. If Oldmate is the spark, Josh is the steady hand that keeps the fire under control.

Behind the scenes is Caleb, the producer and the quiet architect of the whole operation. While Oldmate and Josh wander down rabbit holes and chase tangents, Caleb is the one making sure the show actually gets recorded, edited, and delivered sounding like a proper podcast. Without him, the podcast would probably just be two blokes talking into microphones that weren’t turned on.

Together the three of them create a show built on curiosity, honesty, humour, and the occasional moment of accidental wisdom. Whether it’s talking with comedians, authors, thinkers, or just unpacking a strange idea, the goal is always the same: have real conversations that make you think, laugh, or see something a little differently.

And if nothing else, at least it proves that sometimes the best conversations happen when you press record.

About the Hosts

Oldmate

The Host

Oldmate is the engine behind Oldmate & Josh — part stand-up comedian, part curious idiot, and full-time professional chatterbox. He started the podcast because he loves big ideas, good stories, and the moment when a perfectly normal conversation suddenly goes completely off the rails.

On the mic, Oldmate brings curiosity, quick humour, and a talent for asking the question everyone else was thinking but was too polite to say out loud.

Off the mic, he’s a dad of four, a serial tinkerer who can fix almost anything exactly once, and a man who firmly believes the best conversations happen when mates sit down and let things get a little chaotic.

Basically, if the show sounds like a couple of mates wandering into deep thoughts, dumb jokes, and unexpected moments… that’s probably Oldmate’s fault.

Josh

The Other Host

Josh is the other half of the microphone and the main reason the podcast occasionally makes sense. Where Oldmate tends to wander off into ideas, theories, and whatever strange corner of the internet he discovered that morning, Josh is the one sitting there asking the very reasonable question: “What are you actually talking about?”

Naturally quick with a joke and armed with dangerously good timing, Josh has a habit of letting a conversation run just long enough before dropping a one liner that sends the whole room sideways. It is a skill that keeps the show moving and occasionally saves it from total collapse.

At the heart of it, Josh represents the listener in the room. Curious, sharp, and always ready to challenge whatever nonsense Oldmate has just introduced to the discussion.

Without Josh the show would still exist. It would just be about three hours longer and make a lot less sense.

Caleb

The Producer

Every good podcast needs someone who actually knows what the buttons do. For us, that person is Caleb.

While Oldmate and Josh are busy talking, laughing, and occasionally forgetting the microphones are even there, Caleb is the one quietly making sure the whole thing is being recorded properly. He runs the tech, wrangles the audio, and somehow turns a room full of chaos into something that sounds like a real show.

Caleb is the man behind the scenes making sure the lights are on, the levels are right, and the conversation actually ends up where it is supposed to. When the boys drift off topic, forget what they were saying, or start talking over each other, he is the one patiently sitting there making it all work.

He rarely jumps into the conversation, but when he does it is usually because something has gone terribly wrong or because the boys have said something too funny to ignore. When Caleb speaks, people tend to listen, partly because he is usually right and partly because it means something technical is probably about to break.

In short, Caleb is the quiet engine room of the podcast. The calm technical brain in a room that often forgets microphones are even on. Without him there would still be a podcast. It would just sound like two mates yelling into a toaster and wondering why the internet cannot hear them.