#163 Being confidently lost and finding joy in the chaos with Gavin Oattes

#163 Being confidently lost and finding joy in the chaos with Gavin Oattes

October 29, 2025 · 58 min · Episode 163

About this episode

Gavin Oattes discusses the journey of being lost as a path to joy and self-discovery.

"If you look for them, glimmers, these little micro moments of joy, are everywhere." What if being lost isn't a problem to fix, but a path to joy and self-discovery? In this episode, I speak with Gavin Oattes author, speaker, creativity advocate, and former stand-up comedian for a conversation about closing doors, moving forward, and how letting go can be the bravest thing you do. Gavin shares his journey from a whirlwind comedy career (with stories of sold-out shows, almost-making-it, and friendship tensions) to running a business, writing uplifting books, and learning how to navigate seismic life changes. If you've ever faced a breakup (romantic, platonic, or creative), wondered what glimmers of joy might be hiding in the chaos, or just need reassurance that being "confidently lost" is a great place to start, this episode is essential listening. The Highlights: 03:40 Gavin's closing door: Saying goodbye to stand-up comedy and creative partnerships 07:33 Friendship breakups and why endings aren't always "bad" 13:29 Knowing when to let go even if your heart's still in it 17:26 How to honour the magic rather than mourn what-might-have-been 19:12 Family change, shifting priorities…

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