Meet Kevin Bupp

Kevin is a serial real estate entrepreneur, host of the wildly popular Real Estate Investing for Cash Flow Podcast, and bestselling author of The Cash Flow Investor: How To Create Financial Freedom Investing In Commercial Real Estate.

About Kevin Bupp

I have been an entrepreneur all my life.

It almost seems too idyllic to admit, but it all began with a paper route when I was 12. Once I’d gotten a taste of making money for myself, I moved on to a more profitable endeavor: buying, selling, and installing automobile electronics out of my parent’s garage at the age of 14. 

I briefly bartended in my late teens, then jumped right into real estate investing by the age of 20. After I completed a degree in business at a small community college in PA, I decided to focus all of my energy on real estate. For more than two decades, I have been investing and consulting, and have personally completed in excess of $250 million in real estate transactions. 

In addition to my real estate investing endeavors, I’ve owned a number of other companies throughout the years; including an events company that hosts running events in 11 different states, a custom sports apparel company, a web-based education business, a mortgage company, and a nationwide property management firm.

On March 20th of 2010, I married the love of my life, Joanna, and we live happily together with our two amazing sons, Jackson and Julian. I’m a marathon runner and compete in triathlons and cycling events to stay in top condition. I love outdoor sports year-round and whenever possible, my family and I travel together. I’m an avid reader and attend seminars and training sessions throughout the year to keep my brain sharp and my ideas rolling. I am also a self-proclaimed craft beer and bourbon aficionado.

I’ve worked hard and made it a long way. I’ve learned a lot of crucial lessons that I believe other young entrepreneurs can use to achieve success. I’ve had a lot of terrific mentors in my life, and I’ve made it a goal to “pay it forward” through my two “Top-Rated” podcasts (Real Estate Investing for Cash Flow & The Mobile Home Park Investing Podcast) where I set out to share the knowledge and experience I’ve gained over the years with my millions of listeners. 

I love life. I love my family, and my friends. I love meeting new people and taking calculated risks and inspiring growth. Passion is the key, I think. Without it, ideas die before they have a chance to thrive, people don’t start their own businesses, and success remains a speck on the horizon.

“Kevin is a great guy and a knowledgeable resource. If you have a chance to work with him, or learn from him, do it! His Real Estate Investing for Cash Flow podcast is top-notch too!”

- Mike Hambright

Giving Back

In addition to his real estate endeavors, Kevin is the founder of several charitable organizations including, a social running club with more than 10,000 active members, and “72 Hours to Key West”, an annual 280-mile bike ride benefitting impoverished families during the holidays. Between the two of these, more than $300,000 has been donated and millions of lives throughout Southwest Florida have been positively impacted.

Kevin and his team also support other charities like “Big Brothers Big Sisters” and “The Tiny Hands Foundation.” Kevin is dedicated to mentoring other children and young adults as a way to pay forward the mentorship he received during his formative years.

To learn more about how you can get involved with any one of these charities or organizations, contact us and we’ll get you connected with the right people.

Let’s work together to create a brighter future for our younger generations.