Matthew Dicks returns to show us how far we’ve come—and how far storytelling can still take us. In this intimate chat, he shares:
A real-time founder pitch exercise
How to use AI (ChatGPT!) without losing your voice
The Homework for Life habit—now an app!
Tips on asking better questions
A playful Lightning Round
When we recorded: I was struck by how different—and deeper—this conversation felt compared to last year. It reminded me that the Escape 9 to 5 journey is about continual growth, reflection, and connection. I learned so much, and can’t wait for you to experience it too.
🕒 Chapters
00:00 – Intro & Hook
01:18 – Ice‑Breaker: “Two‑Minute Life Trailer”
05:22 – Rewind & Reflect: Since We Last Spoke
11:45 – How to Pitch as a Founder – Live Exercise
29:41 – Using ChatGPT to Enhance Storytelling
36:26 – What’s Homework for Life & New App?
44:00 – How to Ask Better Questions
49:39 – Lightning Round
🔗 Key Links– Watch last year’s conversation with Matthew → https://youtu.be/HWdh3wRo8o0?si=vb4IoX8HWh8ngZEi– 📚 Matthew’s book, Storyworthy https://www.goodreads.com/book/show/37786022-storyworthy– ✏️ Homework for Life app (iOS) https://apps.apple.com/us/app/homework-for-life- Connect with Matthew: https://matthewdicks.com/