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.
Key Timestamps:
(
01:32) – Challenges and Triumphs of Entrepreneurship
(
08:54) – Lessons from the Family Business
(
20:04) – Dreaming Big and Setting Goals
(
28:39) – The Importance of Dreaming
(
32:50) – Curating a Mentor Network
(
42:41) – The Journey of Writing a Book
(
46:36) – Balancing Family and Entrepreneurship
(
47:54) – Debunking Entrepreneurial Myths
Key Topics Discussed:
Leadership Unlocked, Leadership Insights, Dusty Holcomb, Servant Leadership Principles, Self-Leadership Strategies, Growth Mindset in Leadership, Integrity and Leadership, Leadership Development Resources, Effective Leadership Habits, Empowering Leadership Techniques, Senior Executive Insights, Leadership Quotes and Reflections, Leadership Podcast, Executive Coaching, CEO Podcast, Business Leadership, Leadership Growth, Leadership Journey, Stories From Leaders, Leadership Tools, High-Performing Teams, Leadership Mindset, Decision Making, Personal Growth, Leadership Coaching, Organizational Leadership
Mentions:
Mentions:
The Magic Of Thinking Big by David Schwartz
Traction: Get a Grip on Your Business by Gino Wickman
More of Leadership Unlocked:
What is Leadership Unlocked: How Wise Leaders Win in an Era of AI?
AI isn't making leadership less important. It's making great leadership more valuable and exposing the flaws of leaders who aren't ready.
Leadership Unlocked explores what it takes to lead well in the age of AI. Hosted by Leadership Consultant, Author, Keynote Speaker and Leadership Strategist Dusty Holcomb, the podcast explores the intersection of AI and leadership, helping CEOs, founders, and senior leaders understand how artificial intelligence is changing the way they lead, make decisions, build teams, and get work done.
AI can amplify a great leader or magnify the weaknesses of a bad one. Each episode explores AI adoption and the leadership skills that AI can't replace: judgment, wisdom, discernment, accountability, and the ability to lead people through change.
Dusty explores AI leadership, AI adoption, AI for leaders, executive leadership, leadership development, AI strategy, AI decision-making, leading AI teams, and the future of leadership.
Whether you're trying to stay relevant in the age of AI, figuring out how to use AI to become a better leader, or navigating what AI means for your team and organization, Leadership Unlocked will help you lead with greater clarity and confidence.
“Although the work is increasingly done by machines, the wisdom is still human.”