From 1984-2000 The Styles Company was a founder, owner or initial investors in multiple companies including Ambulatory Hospitals of America, Mid-America Healthcare Group, HealthPlus Corporation, Triumph Healthcare, Amcare (HealthSouth Corporation). In December of 2002, The Styles Company became the General Partner of Proton Therapy Center-Houston, Ltd. LLP. (PTC-H) a public-private partnership with The University of Texas MD Anderson Cancer Center, routinely acknowledged as one of the top cancer centers in the world. Over a period of 13 years, PTC-H treated over 11,000 cancer patients from around the world. In 2017 PTC-H planned, financed and finalized the first major expansion of an existing proton therapy center, increasing clinical capacity from five rooms to nine.

In November 2018, Mr. Styles successfully negotiated an exit for all non-MD Anderson partners in an asset sale to MD Anderson Cancer Center. In 2019, Mr. Styles along with other senior executives from MD Anderson founded Legion Healthcare Partners. Mr. Styles is a graduate of The University of St. Thomas.