In 2019, Erin, Frank, John and I were real estate investors at a crossroads. Over the last four years, we individually bought rentals and flipped homes. During that time, we experienced wins and losses, but, most importantly, we gained a lot of experience. We dreamed of pursuing our passion for real estate full-time. But, like so many other investors, we were struggling to find high-quality investments
All four of us being West Point graduates in the same class (2009), we’d been in touch over the years and frequently discussed real estate. Eventually, John recognized our shared challenge of finding deeply discounted homes. He knew that together we would be unstoppable. So he suggested we join forces and try acquisition techniques used by successful house flippers. We banded together with the shared goal of acquiring 10 off-market rentals by the end of the year.
Gray Line Investments was born.
We chose our first market - Lawton, OK. We pulled our first list, divided it amongst the group, and began manually cold-texting potential sellers offering owners a cash purchase and a two-week closing. We quickly realized it was going to be harder than expected.
In fact, it was a disaster. We struggled to manage the hundreds of text messages we sent. We didn’t have a way of tracking potential leads. We didn’t live in the market and couldn’t meet sellers face-to-face. We found ourselves in dire straits.
We had a decision to make: realize our ineptitude and abandon our dream or bear down, grit our teeth and commit to figuring it out. We chose the latter. After intense brainstorming, we realized our biggest opportunity was to leverage technology and systems to streamline our process.
While working full-time jobs, we fought and scratched our way to building a system capable of acquiring multiple off-market, deeply discounted homes each month. We quickly grew to the point where we had more deals than we could service with our own funds. So we adopted a wholesaling business model and began selling our contracts to other investors.
Seemingly overnight, Gray Line grew from acquiring a single off-market property in Oklahoma to consistently acquiring more than ten off-market opportunities a month. So we doubled down our efforts, hired more amazing employees, and put our foot on the gas.
Today, Gray Line investments is a six-figure wholesaling machine. We offer 15-20 off-market opportunities to investors each month. We flip homes. We raise money from partners. And, now, we are teaching others to do the same.
Our mission is to become the premier buyer, seller and thought leader of off-market real estate in the United States. Our dream is to build a community that improves people’s lives through real estate investing, education, mentorship and giving back to veterans.