Overcoming Fear, Signing the Contract, & Closing My First Deal. {Investor Files}

“There I was — palms sweating, shaking, sick to my stomach. I was 23 years old and about to complete the highest dollar transaction of my life; a whopping $89k for an investment property in Tampa, Florida.”


Matt Andrews talks about overcoming fear, signing his first real estate contract, and closing his first property deal. 


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Maybe you’re just like me. I went to school, studied hard, and got good enough grades to get into a decent college. Once there, I worked hard to graduate with a degree that I was told would get me a “good job”. Shortly after graduating, at 21 years old, I landed a coveted sales position at one of the largest companies in the country. They were the leader in their industry. I came out of the gate fast and achieved quick success.

My first year with the company I was awarded “Rookie of the Year” honors for my region. I was given expense accounts, com- pany cars, 401k plans, and various other perks. I was given special attention and put on the corporate fast-track. All signs pointed to a long successful career and my superiors encouraged me to pursue the highest levels within the company.

The-Firm-Tom-Cruise-www.whysoblu.com_They told me I would have a long and successful future with the company. Sounds a little bit like a John Grisham novel, doesn’t it? Fortunately, I was not asked to kill anybody, buy off a jury, or commit fraud. But I was, however, asked to put in long hours, work tirelessly, and give up a lot of personal freedom for the benefit of “the firm”. I bought into it though, because I believed that I would eventually achieve a certain status in which I could have that freedom and all of my dreams would come true. But something happened to me over the course of the next year that started changing my perception of where my current path would take me.

As I began to spend more time with upper-level management in the company, I started to get a look behind the curtain. I saw previous “Rookies of the Year”. I began to observe the lives and work of the corporate stars. These people represented where I would be in 10, 20, or 30 years with this company.

I saw people who were 30 years in and still drastically overworked. People who bought into the system, put their heads down, and hoped for the best. People who had no freedom. People who had money, but no time to enjoy it. People who had families that they loved, but never saw. People who tried to cram a year of fun into a paltry two-week vacation each year. People who were given recognition and awards, but no control of their lives. People who were burnt out both physically and emotionally. Always thinking that the next year would be better than the last. That soon they would get what they deserved.

perder-un-clienteSuddenly the message they were sending me was coming in loud and clear. It was like they were saying, “Hey Matt, would you like to give us the best years of your life, work like a dog, lose your physical and mental health, never see your family, chase an imaginary carrot, and then retire when you’re too old and crusty to enjoy your retirement?”

“Yes please. Where do I sign up?” I thought sarcastically.

It was at this time that I also read the book that impacted me more than any other book in my life (except the Bible). That book was Rich Dad Poor Dad by: Robert Kiyosaki. Warning: If you read this book you will no longer be satisfied in corporate America. Read with caution, because you can’t go back! If you haven’t read it, you need to read it ASAP. It will shape the way that you perceive money, time, and life in general. After my book, it should be the next one on your list. I credit Mr. Kiyosaki with opening my mind to the possibilities at a crucial time in my life. Without it, I would not be where I am today.

After recognizing the signs from my co-workers and superiors and reading Rich Dad Poor Dad, it became impossible for me to be satisfied with my current path. For the first time I realized that I bought into the big lie: study hard, go to a good school, get a good job, retire rich, and ride off into the sunset. I now knew that this path was a sham, a pipe dream, a dead end. I could not go back to my old way of thinking now. I was essentially ruined for corporate America. Fast forward a bit to a pivotal moment. . .

There I was — palms sweating, shaking, sick to my stomach. I was 23 years old and about to complete the highest dollar transaction of my life; a whopping $89k for an investment property in Tampa, Florida.

I had done the research. I knew I was paying the right price. I knew what the renovations would cost. I knew what I could sell it for and what kind of profit I could make. But all that knowledge didn’t matter right now. It was time to go “all in”; put pen to paper. Time to officially become a real estate investor . . . and I was having second thoughts.

Until this point, everything was a course in a book, a training video, an intangible theory about real estate investing. But this . . . this was different. This was the real thing and I was scared. What happens if something goes wrong? What if my renovation numbers are wrong? What if I can’t sell for what I think I can? What if I lose my life savings? What if the people that told me not to quit my day job and followapipedreamwereright?Whatif. . . whatif. . . whatif.

When faced with fear and trepidation like this, there are really only two choices. “There are two things I can do in this situation,” I thought to myself, “I can nix the whole deal, play it safe, keep my meager savings, be content with the income I get from my day job and retire in 40 years. There’s no shame in that, right? It’s what I was taught to do by my teachers in grade school. It’s the plan that was set up by my college professors. It’s what most people do and how most people live. Maybe I should just subscribe to the status quo and not rock the boat. Maybe I should not take this risk and just play it safe. Sure, I will need to downsize my life goals. I will need to learn to live with less than the ideal. I will need to postpone that freedom I was longing for until my 60’s or later.”

“Or, I can press forward with the plan, embrace my inner entrepreneur, and achieve freedom. I can work smarter instead of harder. I can reject the antiquat- ed ways of traditional business, pull off the tie and join the new rich. I can decide that nothing is impossible, go after my dreams, and achieve lasting fulfillment.”

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Our lives are comprised of the choices that we make and this was my biggest financial “choice” to date. Suddenly, a sense of calm came over me, I was no lon- ger nervous, the butterflies in my stomach went away; I was at peace. My mouth creased up slightly in a kind of half smile that said “I got this.” I leaned forward in my seat, whispered, “Let’s do this,” and signed the papers. Since that day, I have never looked back. Over the next decade, I have gone on to buy, sell, renovate, and rent hundreds of homes. Along with my wife Lindsay, we have built a successful investment company that works with smart investors all over the world.

I have never regretted my decision to take that “leap of faith” and now I have a strong desire to help others do the same thing. Now go out and create your story!  – Matt Andrews



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