Kevin Bupp's Family

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 good taste of making money for myself, I moved on to a far more profitable endeavor: buying, selling, and installing automobile electronics out of my parents’ garage at the age of 14. Thankfully, my parents have always been blissfully supportive of my enthusiasm, even when the most well-laid plans went astray.

I briefly tended bar, filling my requisite “food service” quotient for kids my age (and, incidentally, teaching me how not to treat bartenders and servers), then jumped right into real estate investing by the age of 20. I completed a degree in business at a small community college in PA, but eventually decided to focus all of my energy on real estate. This turned out to be a good move, because for more than nineteen years I have been investing and consulting with tremendous results, having personally completed in excess of $150 million in real estate transactions. Currently I’m a candidate for CCIM, the highest commercial real estate designation around.

However, even that success can’t fully quench my thirst for the thrill of new business. 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, web-based education business, mortgage company, and a nationwide property management firm…the list really goes on and on. I have new ideas all the time, and it’s a shame not to act on a good idea.

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. Through all of my ventures, I try to stay as physically fit and mentally active as possible. I’ve run several half and full marathons and I enjoy competing in triathlons and cycling events to stay in top condition. I love outdoor sports like boating, fishing, hiking, white-water rafting, surf skiing, and snowboarding, and whenever possible, my family and I travel together. I’m an incurable autodidact; I read two or more books a month 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, and there is still a long way to go. World domination isn’t on my list of goals (anymore), but I do intend to continue doing what I do well to the best of my ability. 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. One day I would love to form a non-profit organization that offers this training to those young people who have big ideas and need a little extra help getting them off the ground.

In addition to my real estate endeavors and monthly podcast, I'm 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, we have donated more than $300,000 and have positively impacted millions of lives throughout Southwest Florida. My team and I also support other charities such as Big Brothers and Big Sisters.

I love life. I love my family, and my friends. I love meeting new people and taking calculated risks and inspiring growth. I love that my upbringing gave me the ability to pick myself up after a fall. 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 and his guests provide great advice on generating cash flow. I’ve been listening since 2014 and the information is just as relevant now as it was then.” - Nick V.

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.

Kevin and his team also support other charities like "Big Brothers Big Sisters" and "The Tiny Hands Foundation." Because mentorship was essential to his own success, 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.

Not sure where to begin? Check out our most popular podcasts

As questions arise during the podcast Kevin does a great job to answer them immediately! The real estate industry can be confusing, but this podcast helps you navigate! Exited to keep listening.

Ian R.

I have been a listener of Kevin Bupp's podcasts for a while now and they have been monumental in my journey of learning about real estate investing. He brings on industry experts and is the best free learning resource that I have found in the industry. Please keep the podcasts coming!

Joshua M.

Have a Question About Commercial Real Estate? I’m Here to Help!