The Multifamily Real Estate Experiment Podcast

MFREE 129 Trailer # 2 with  Keith Gillispie: How Do You Stay Grounded While Building More?

Shelon Hutchinson Season 3 Episode 129

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0:00 | 1:28

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support!

In the Focus Round, Hutch puts Keith Gillespie on the spot with a series of questions about business, leadership, communication, investing, and life.

Keith shares how he resets before carrying the weight of leadership, the lessons that helped him stop operating without direction, and the real estate decision he wishes he had made much earlier. 📚🏠

But the conversation goes deeper when Hutch asks what success truly looks like.

Is it freedom, financial growth, more ownership, or the impact you leave on the people around you? Keith’s answer reveals what matters to him after years of building businesses, leading others, and raising a family. 🙏🏽💭

Watch the Focus Round and ask yourself: What would success look like if your life had to mean something beyond you?

#LeadershipMindset #RealEstateInvesting #PersonalDevelopment #Entrepreneurship

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hutch@hsquaredcapital.com

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Shelon Hutchinson

so I want to go into the focus round. And this is just Marine Corps, we love our acronym. When you're not closing deal in across the country, and coaching 400 plus investors, what does Keith Gillespie actually do to decompress and recharge? Have fun.

Keith Gillispie

This is gonna sound so lame, but I like going for walks.

Shelon Hutchinson

So looking back, What's the opportunity that really changed, the trajectory of your business? And also your life too, man.

Keith Gillispie

So I had a mentor and he recommended that I read two books. The first book is written by the largest hedge fund owner, I think ever to be in existence. His name is Ray Dalio. Ray Dalio. Yeah. And the name of the book is Principles. so the second book, is written by Gino Wickman,

Shelon Hutchinson

What is your biggest communication tip, brother?

Keith Gillispie

Biggest communication tip Be loving and respectful, but be truthful always.

Shelon Hutchinson

My man. All right. what is one thing you wish you understood earlier?

Keith Gillispie

Holding on to properties. I didn't start holding on to assets until year eight of my career. That's my biggest regret in all of life.

Shelon Hutchinson

what does success look like to Keith Gillispe?

Keith Gillispie

I would define success is I want my life to mean something when I leave this earth, whether it's, tomorrow or in 70 years I want it to be worth something

Shelon Hutchinson

My man. that's great insight, man.