Stuck in a Safe Job That Drains You? How This Entrepreneur Turned a Crazy Idea Into a 6-Figure Business | Jason VanDevere - E25
Leadership Unlocked: How Leaders Win in the Era of AI · 2025-10-15 · 54 min
Episode notes
Dusty is joined by Jason VanDevere—entrepreneur, author, and creator of the Goal Crazy Planner—for a conversation about trading the security of a fourth-generation family car dealership for the uncertainty of chasing a dream. Jason shares how his search for a tool to align daily habits with big-picture goals sparked the idea for his planner, eventually growing into a bestselling product, coaching programs, and his new book Dream Driven . He reflects on lessons learned from his father’s leadership, the discipline of time-blocking and boundaries, and the importance of surrounding yourself with mentors who sharpen your perspective. Along the way, Jason and Dusty explore the traps entrepreneurs fall into—like overwork disguised as passion—and why clarity, dreaming big, and the courage to say no are essential to building a business that fuels the life you actually want. This episode will challenge you to redefine success on your own terms, embrace discomfort as a sign of growth, and lead yourself first so you can better serve others.