"I'd rather take a risk today than live with regret tomorrow."

Notable Moments

00:45 – Why Jeff thinks differently and what brought them to the wilderness

02:22 – The mindset behind recording in remote, wild places

03:24 – Why taking creative risks often leads to the best breakthroughs

04:52 – The value of in-person recording—and going beyond expectations

05:40 – Jeff's philosophy: risk leads to discovery

06:18 – "What if it doesn't work?" vs. "What if it does?"

08:10 – The power of asking, persistence, and avoiding regret

09:27 – Compound interest of small risks; keep moving forward

10:53 – When failure still means you've moved forward

11:35 – Lee Cockerell's mindset: try every door

12:29 – What persistence says about character and commitment

The best conversations happen outside your comfort zone. Sometimes even 13 miles from the nearest road. This episode is a true adventure. While sitting on a mountain pass, Jeff Noel and I discuss the rewards you can get from taking a risk.  Jeff and I hiked 13 miles into the backcountry of Glacier National Park. No Wi-Fi, no cell service, no backup plan. Just gear, grit, and a shared belief that sometimes, the best way to lead is to leap.

We recorded this episode sitting among glaciers, mountain peaks, and bighorn sheep, talking about risk, creativity, and why Jeff approaches his podcast If Disney Ran Your Life so differently. We share what happens when you do something no one else is doing. Not for the attention, but because it unlocks new possibilities. Jeff reflects on leaving Disney, breaking the rules of content creation, and what he's learned from doing things the unconventional way.

We also talk about the fear that stops people before they start and how flipping the question from "What if it doesn't work?" to "What if it does?" can change everything.

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