What if the key to freedom isn’t a massive leap but a series of intentional, curiosity-driven steps?

In this episode, Dave Gray — author, thought leader, and founder of XPLANE — shares how he broke free from corporate uncertainty to build a fulfilling, creative career.

Discover how he reframed risk as opportunity, balanced stability with passion, and cultivated a mindset of endless possibilities.

If you’ve ever wondered how to pursue your passions without piling on debt or sacrificing your sense of security, Dave’s story will inspire you to embrace the life-changing power of “What if?”

Be sure to reach out to Dave

Visit his website, schoolofthepossible.com, to

* Subscribe to his newsletter on community experimental learning.

* Attend free weekly 90-minute experimental learning sessions.

* Learn how Dave acts as a “Johnny Appleseed” dropping seeds of possibility everywhere he goes to develop a discovery mindset in others.

-> And don’t forget to join your fellow Corporate Dropouts at our WaterCoolerCall every Wednesday at 11am ET!

Corporate-Dropouts.com

Timestamps

00:00 Introduction to the Podcast and Guest

02:11 Dave Gray's Early Career and Inspirations

05:55 Transition from Corporate to Academic Life

10:18 Starting a Business and Taking Risks

16:22 The Importance of 'What If' Thinking

21:43 Managing Risk and Financial Independence

26:34 The Power of 'What If' Thinking

27:34 Reversibility of Decisions

28:39 Experimentation and Rejection

30:01 The Corporate World and Fear

32:28 Living a Thrifty and Creative Life

37:31 Finding Stability for Creativity

38:14 Taking Risks and Making Decisions

41:03 Daily Habits and Small Experiments

43:54 The Possibilitarian Philosophy

47:00 Conclusion and Final Thoughts

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