Making Time for Your Next Chapter — mitchmatthews.com/time (free with code H2LEADERSHIP)

In this episode, Alan Briggs sits down with Mitch Matthews — coach, speaker, and host of the Dream Think Do podcast — for a conversation that feels less like an interview and more like two coaches getting honest with each other over coffee. Mitch is the CEO of a training organization focused on helping executives, entrepreneurs, and founders define what success actually means to them — and then build a plan to go after it.

What unfolds is a wide-ranging, practical, and genuinely fun dialogue about dreams, the questions that unlock them, the questions that shut people down, and what it looks like to lead well in a moment of historic change.

If you've ever locked up when someone asked you what your big dream is — or if you've watched someone else lock up when you asked them — this episode is going to reframe how you think about that conversation entirely.

What You'll Learn in This Episode:

Mitch's origin story — from a 12-year-old loitering at a bike shop in Iowa to discovering his life's calling at a Schwinn Selling School at 14
Why Mitch calls his work "success coaching" instead of life or executive coaching — and why that distinction matters
The Dream Think Do framework — why dreaming has to come before thinking, and why most people start strategizing too early
Why the question "what's your big dream?" actually shuts people down — and the better questions to ask instead
The power of the word "might" — and how one small word change opens up possibilities that pressure closes off
What semantic interference is and why it matters for every leader, coach, mentor, and manager in the room
The story of the first Big Dream Gathering — how a product nightmare in 2006 became a movement now happening on college campuses and corporate retreats across the country
Why dreams have seasons — and how to tell the difference between a dream that isn't right and a dream that just isn't right yet
How the best leaders are navigating AI — standing in the tension of what's scary and what's possible at the same time
Why AI is actually making people hunger for real human connection — and what that means for coaches and leaders
Alan and Mitch coach each other live on the question "what do you want?" — and what makes a great clarifying question great

Reflection Questions:

What's something you want to experience more often — and what would it take to give yourself permission to pursue it?
Are you dreaming before you think, or are you jumping straight to strategy before you've given yourself enough space to imagine?
Where in your leadership are you standing in the tension between what's scary and what's possible?

Free Resource from Mitch: Mitch put together a training called Making Time for Your Next Chapter — built specifically for high achievers who want to figure out what's next but feel like they don't have the time to even think about it. It's normally $97, but he's making it free for H2 Leadership listeners. Head to mitchmatthews.com/time and use the code H2LEADERSHIP at checkout.

Connect with Mitch Matthews:

Website: mitchmatthews.com
Weekly "4 Things" email: mitchmatthews.com/4things
Instagram: @mitch.matthews
Facebook: @mitch.matthews.104
LinkedIn: linkedin.com/in/mitchmatthews
Dream Think Do Podcast: mitchmatthews.com/blog/

Resources Mentioned:

Making Time for Your Next Chapter — mitchmatthews.com/time (free with code H2LEADERSHIP)
Gradually Then Suddenly — Mark Batterson
The Second Mountain — David Brooks (referenced by Alan)
Working Genius Assessment — Patrick Lencioni (referenced by Alan)
H2 Leadership Coaching — h2leadership.com

Dream Big. Think Boldly. Do Now: With Mitch Matthew’s