Gregg Hill

General Partner and Co- Founder, Parkway VC

Gregg is a Co-Founder and Managing Partner of Parkway, an experienced investor, and a successful entrepreneur and operator. Over his career, Gregg has invested more than $300 million in various venture capital and real estate investments and achieved outstanding returns.

Gregg is a serial entrepreneur and active investor with an active, forward-thinking, and deeply collaborative business style. His constant energy and depth of experience make him an ideal sparring partner for founders who are looking to scale their businesses rapidly.


Before co-founding Parkway, Gregg was a founding partner of H&S Capital, an investment business he established with one other partner primarily to invest for his account. The most successful of these investments was Frustum, where Gregg was one of the first, largest, and, as is his hallmark, most active investors.

Gregg is also the Co-Founder and CEO of Hill Gray Seven (“HG7”). Gregg started HG7 with an initial investment of approximately $700,000, and since its inception in 2000, it has developed over 130 medical, self-storage, multi-family, and retail properties. HG7 is the preferred developer for Fortune 500 companies, such as Starbucks, DaVita, and Chipotle, and operates in 15 states. In addition, HG7 manages over 100 properties on its behalf and on behalf of others. Gregg is the Founder of Red Castle Farms, a thoroughbred horse racing corporation in Pasadena, California. Gregg remains CEO, but HG7 now operates independently, on a stand-alone basis, and requires limited input from Gregg.

Gregg began his career at 8 when he was identified as an exceptionally gifted athlete and enrolled in the highly selective Nick Bollettieri Tennis Academy (now the IMG Academy). Nick Bollettieri nurtured Gregg as a professional tennis player as he did for countless stars, including André Agassi, Boris Becker, Jim Courier, Tommy Haas, Martina Hingis, Anna Kournikova, Monica Seles, Maria Sharapova, Venus Williams, and Serena Williams (to name a few), and by the age of 18, Gregg was one of the top college tennis recruits in America, doubles partner with Tommy Haas, had competed globally (Wimbledon, etc.) and had been featured on 60-Minutes and countless news outlets. At the age of 20, Gregg’s life was abruptly interrupted by a major accident, which effectively finished Gregg’s professional tennis career. However, the drive that made him one of America’s top college athletes continues to infuse everything he does.

Gregg studied Economics at the University of Southern California on a full athletic scholarship. Gregg has been awarded the Orlando Business Journal’s 40 Under 40 (2014) and is a member of The Young Presidents Organization Orlando, a board member, and a member of the Southeast US Regional Chapter. Gregg is passionate about philanthropy and is deeply involved with the American Diabetes Association (ADA) and was named the ADA’s “Father of the Year” in 2013. Gregg teamed up with Tommy Haas and launched a new charity called Match Point Impact. Match Point Impact helps raise money to provide the highest education and tennis training available to hard-working, talented, and financially impacted youth.