Become a Master Storyteller: How to Pitch Ideas, Use AI & Daily Story Habits with Matthew Dicks

Matthew Dicks—best-selling author of Storyworthy, 51-time Moth StorySLAM winner, and creator of Homework for Life—returns to Escape 9 to 5 for an even deeper and richer conversation.

This episode is special to me. Reflecting on our first chat over a year ago, I was amazed by how much has changed—not just in what we talked about, but in how I approach hosting this show, pitching my ideas, and telling my own stories. Matthew once again brings such warmth and practical wisdom, reminding us all how storytelling can change everything.

We dive into:

  • How to genuinely connect when pitching ideas—Matthew even does a live exercise!

  • Creative and authentic ways to use ChatGPT for storytelling (without becoming robotic!).

  • How Homework for Life (now with a handy app!) helps turn everyday moments into powerful stories worth remembering.

  • Simple yet powerful ways to ask better, more meaningful questions.

  • Matthew’s own reflections and growth since our last conversation, and the lessons he's learned along the way.

Whether you're a founder looking to better pitch your ideas, someone who wants to communicate more meaningfully, or just passionate about making everyday moments count—this conversation has something truly special for you.

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#23 - Brian Wong: Escaping Expectations, Burnout & the 9 to 5 Trap ($32M Raised before 25)