Uncomfortable Conversations with Josh Szeps21 Jul 2025

"How Not to Feel Like a Failure (When Fame & Fortune Aren't Enough)" with TV Host Osher Günsberg

How do you avoid the hamster wheel of hoping that your next success will deliver happiness? How do you escape mental ruts, anxious spirals and critical self-talk?

Osher is a superstar in Australia. He was the face of Australian Idol, The Masked Singer, The Bachelor and The Bachelorette. He also happens to have, as he politely calls it, "a different brain" -- a brain prone to depression, social anxiety, obsessive compulsion, psychosis and addiction. His podcast, Better Than Yesterday, discusses sanity, recovery, parenting, and what it means to grow older without growing rigid.

This episode is a recording of a Szeps Live stream which you can watch on YouTube or Substack if you wanna see Osh 'n' Josh's purdy faces.

And just a heads-up to stay across Uncomfortable Conversations in the next few months because, as we discuss in this episode, Josh is about to deliver some killer livestreamed celebrity content during an imminent Szeps Live around-the-world tour. If you've been putting off figuring out how to download the Substack app, do it now in one click and follow this show to keep abreast of what'll be a delightful tsunami of mind-expanding chats.

Osher’s new illustrated book about mental wellness is called "So What, Now What?”

Watch this conversation on YouTube. And you’re missing out on our best ad-free content if you haven’t popped over to the Uncomfy Convos Substack page.

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