In an instant, our plans for the future changed. It took a leap of faith, a lot of hard work, and a genuine commitment to helping others to adapt and find a new way forward.
We couldn’t believe it—there on the ultrasound were twins. It was a blessing, but our previous plans no longer worked.
At the time, my wife, Amy, was working in fashion design for a children’s clothing company, and I was teaching science after transitioning from my role as a dean of students. Teaching was something I truly enjoyed. My parents were teachers, and I saw the impact of working with kids. But as we reevaluated our future, the numbers didn’t add up. The cost of daycare for two would nearly cancel out Amy’s salary. It quickly became clear that staying home with the twins was the best decision for her, and that left me rethinking my own career path.
I was drawn to real estate as a way to guide people through major decisions, so I started part-time while still teaching. But with real estate requiring full commitment and a fixed teaching salary limiting our family’s future, I saw an opportunity I couldn’t ignore. The ability to grow my income without limits could be life-changing, so I took the leap. Leaving a steady paycheck wasn’t easy, but by my second year, I had doubled my teaching income—proving I made the right choice.
As the business grew, I first worked under a mentor before branching out on my own. Going independent was another leap of faith—one that happened right before the 2008 market crash. Houses were losing value, sellers were struggling, and buyers were taking advantage of the downturn. It was a difficult time, but it taught me how to truly serve people through both the highs and lows of life. Real estate, like teaching, is about providing resources to help people reach their own conclusions, while also being a trusted advisor. When it came time to build a team, I focused on finding people who shared that same commitment to clients. I’m proud of the team we’ve built and the personal approach we bring to our work.
Amy has been my biggest supporter. As a stay-at-home mom, she took care of everything on the home front for our three kids. And because of my career in real estate, I have been able to spend a lot of time watching our kids in sports and being involved in their activities. Now, Amy manages the business’s finances and operations, allowing me to focus on serving my clients. Being an entrepreneur means long hours, but it has also let me prioritize what matters most: my family, my community, and my clients.
My community involvement is a very important part of my life. Wilson School District is where I went to school, met my wife, and later watched our kids go to school. I had an incredible experience there, from winning a state soccer championship to seeing the strong support for academics, athletics, and the arts. My years as a teacher deepened my appreciation for education, inspiring me to stay involved in the district. Over the years, I’ve served on the School Board for 8 years, been involved with the Education Foundation, worked as an Honors Internship Mentor, and served as a Board Member for the Junior Soccer Club. I’ve also led fundraisers for the Boy Scouts, served on the One Wish Foundation Board, and supported organizations like the Boys and Girls Club.
My approach to life has been simple: focus on serving others, and everything else falls into place. My love for this area is what makes real estate so fulfilling for me. I take pride in helping families find their place here, whether they’re drawn to the schools, the strong sense of community, or the opportunities this area offers.
My strong work ethic means I do whatever it takes to get my clients the best outcome, whether it’s staying late to finish paperwork, squeezing in a last-minute showing, or answering every question to ensure they feel confident in their decisions. Having attended hundreds of inspections, I understand everything from heating systems to roofing materials. That expertise allows me to walk buyers through a home and explain how things work and potential issues to look out for.
With a long history of working with investors as an investor myself, I developed my own spreadsheet to help analyze rental properties, allowing clients to quickly calculate potential returns and determine whether a property is a smart investment. My goal is to help people not just find a home, but make sound financial decisions that will benefit them long-term. Whether working with first-time buyers, growing families, or experienced investors, I treat every transaction with the same level of care and dedication—ensuring my clients feel confident in one of the biggest decisions of their lives.
Sincerely,
Matt Wolf
