The Mindset and Self-Mastery Show

The Mindset and Self-Mastery Show


The Entrepreneurial Path: From Comfort To Growth With Gresham Harkless Jr.

February 06, 2025
“I feel like me facing that (skydiving), to me, was more symbolic than anything else.”

In this episode, Nick speaks with Gresham Harkless Jr. “Gresh” shares his journey from childhood experiences that shaped his entrepreneurial spirit to facing fears through skydiving. The conversation delves into the impact of military life on Gresh’s upbringing, his transition into entrepreneurship, and the lessons learned from failures.


What to listen for:



  • Facing fears can lead to personal growth and confidence
  • Skydiving was a pivotal experience for Gresh in overcoming his fear of heights
  • Childhood experiences can shape your personality and adaptability
  • Entrepreneurship was a natural path for Gresh, influenced by his family’s background.
  • The importance of taking calculated risks in career transitions
  • Failures can lead to valuable lessons and resilience in entrepreneurship
  • Self-mastery is a journey that requires daily commitment and self-reflection
  • It’s essential to listen to your inner calling, even when faced with external doubts

“You did something you were afraid to do, which I think is probably, I think the most powerful thing for me.”



  • Facing fear and taking action is an empowering experience.
  • Overcoming fear often leads to personal breakthroughs and self-discovery.
  • Every small victory over fear builds a stronger sense of self.
  • Your bravery can motivate others to face their own fears.
  • True power comes from stepping outside your comfort zone.

“If there’s something that you’re afraid of, it doesn’t have to stop you, it doesn’t have to paralyze you, you can still continue to do it.”



  • Fear is natural but doesn’t have to be a barrier.
  • Taking steps despite fear reduces its hold on you.
  • Facing fears strengthens mental and emotional resilience.
  • Continuing to act shows fear doesn’t control your choices.
  • Fear can coexist with progress—you don’t have to wait for it to disappear.

About Gresham “Gresh” W. Harkless Jr.


Gresham “Gresh” W. Harkless Jr. is the founder of Blue16 Media and CBNation. Blue16 Media uses media & technology to change lives. These media properties include Blue16 Marketing, a digital marketing agency providing digital marketing services including web design, website support & SEO services. CBNation consists of media properties (blogs, podcasts, and videos) helping the business community succeed. Central to Blue16’s marketing philosophy is that You Are a Media Company and that every organization is in the media business and can strategically leverage marketing tools, platforms, and “ingredients” to reach their goals. He has recorded over 1600 podcast episodes of the I AM CEO Podcast and shared the 100+ business lessons he has learned from recording the episodes in the I AM CEO Handbook Volume 3.



Resources:


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