A Candid Q&A with Andrew Draayer on Living a Positive Lifestyle As A Family Man

Andrew Draayer is an energetic entrepreneur, investor, and philanthropist with a passion for people, competition, and giving back. Raised in a military household as the ninth of ten children, Andrew developed resilience, adaptability, and a relentless work ethic early on. His love for sports led him to win a state championship in football at Hamilton High School, where he also became the first-ever Mr. HHS winner.

Andrew built his career through grit and determination, starting in door-to-door sales, where he knocked on doors in 41 states, mastering the art of communication and persuasion. After becoming a top sales rep in his industry, he transitioned into real estate investment, where he now focuses on helping homeowners find solutions while building long-term financial success.

Beyond business, Andrew Draayer is deeply committed to philanthropy, having donated over $78,000 to St. Jude Children’s Research Hospital and supporting Chandler Compadres, a nonprofit helping underprivileged kids. A dedicated husband and father of three, Andrew finds joy in coaching his children, playing golf, and staying active in men’s league basketball. His life philosophy centers on hard work, positivity, and always striving for growth—both personally and professionally.

What drives your energetic and positive approach to life? 

I’ve always been a happy-go-lucky guy who loves being around people. My energy comes from a deep appreciation for life, and I genuinely enjoy making the most of every day. Growing up in a big military family, I learned early on that attitude is everything. My dad, who was a Colonel in the Air Force, instilled discipline and resilience in me, but he also showed me that hard work and a great attitude open doors. I believe positivity is a choice, and I make that choice every day, no matter the circumstances.

How did growing up in a military household shape your work ethic and outlook on life? 

Being the ninth of ten kids in a military family meant structure, discipline, and high expectations. My dad served in the Air Force for decades, so respect, responsibility, and accountability were ingrained in me from a young age. Watching my parents navigate challenges—whether it was my dad leading his troops or my mom balancing nursing and raising a big family—taught me that nothing comes easy. I wasn’t handed anything, and I take pride in putting in the work. It also made me adaptable—I moved states, adjusted to different environments, and learned to handle change with confidence.

What was it like being the youngest brother in a big family? 

It was an adventure, to say the least! Being the youngest of the brothers meant I was often the guinea pig for all the daring ideas my older siblings had. Whether it was playing backyard football way beyond my age group or being pushed into new challenges, I had to toughen up quickly. But I loved it. It gave me a competitive edge and a deep appreciation for family. My older brothers set the bar high, and I was always striving to keep up. Even today, that competitive drive is still in me.

What lessons did sports teach you that you carry into business and life? 

Sports were everything to me growing up. I played baseball and football, and winning a state championship in high school football was a defining moment. Beyond the wins and losses, sports taught me discipline, teamwork, and perseverance. You don’t win championships alone—it takes commitment, leadership, and the ability to push through adversity. That’s exactly how I approach business. Whether it’s closing a real estate deal or mentoring someone in sales, I see everything as a team effort. And like in sports, the best players aren’t just skilled—they put in the extra work when no one’s watching.

What was your journey like transitioning from door-to-door sales to real estate investing? 

It was a wild ride! My career started with pure hustle. I took a bus across the country to sell home security systems, spending two and a half days reading The Secret and mentally preparing myself. I knocked on doors in 41 states, constantly refining my ability to connect with people. Selling security systems turned into a better role with Dish Network, where I became a top rep among 400+ salespeople. But after my wife and I had our first baby, I knew I needed something more stable. That’s when I shifted to knocking on doors with a different pitch—real estate. Now, instead of selling products, I help homeowners find solutions, whether they need to sell fast or restructure their finances.

What has been the most rewarding part of working in real estate?

Helping people. Real estate isn’t just about properties; it’s about solving problems. Sometimes I meet homeowners who are in tough situations—facing foreclosure, needing to relocate quickly, or dealing with financial struggles. When I can provide them with a solution that changes their life for the better, that’s what makes it all worthwhile. It’s not just about making a deal; it’s about making a difference. I also love the freedom and control that come with being an investor. I get to build something that benefits my family and my future.

How does golf fit into your life, and what do you love most about it?

 I’m obsessed with golf. It’s a game that challenges you mentally, physically, and emotionally, and I love that about it. It’s a constant test of patience and strategy, which is a lot like life and business. You can hit a bad shot, but the next move is what really matters. Golf also keeps me connected to my competitive side while giving me a way to unwind. Whether I’m playing for fun or seriously improving my game, I always walk away learning something new.

You’ve donated over $78,000 to St. Jude and contributed to Chandler Compadres. What motivates your philanthropy? 

Giving back is something I deeply believe in. I’ve been blessed with opportunities and success, and I don’t take that for granted. When I think about the kids and families at St. Jude, facing medical battles that no one should have to go through, it moves me to do what I can to help. The Chandler Compadres also do incredible work in supporting kids who need a better start in life. I know what it’s like to work hard for everything, but I also had a great support system. If I can be that kind of help to someone else, why wouldn’t I?

How has becoming a father changed your perspective on life? 

Being a dad is the greatest thing that’s ever happened to me. It changes everything. Suddenly, it’s not just about your own goals and ambitions—it’s about making sure your kids have the best possible life. I want to set an example for them, showing them what hard work, integrity, and kindness look like. It’s also made me more patient and appreciative of the little moments. Watching my kids start to show interest in the things I loved growing up, like sports, is something special. Fatherhood has made me more focused, more motivated, and more grateful.

What’s next for you—any big goals on the horizon? 

Always! In business, I want to keep growing as an investor and finding new ways to provide value in real estate. I’m also working on refining my golf game—I want to compete at a higher level and challenge myself even more. But more than anything, my biggest goal is to be the best husband and father I can be. Everything I do is centered around making life better for my family and creating a future we can all be proud of.