A self-taught artist, Brophy began painting on surfboards as a young boy when he first began to surf in his native South Carolina. Originally, Brophy set out to be a professional surfer, and he traveled the globe using artwork to help pay for his surf adventures. More and more, he was commissioned to create art, and a lifetime profession was born.
In spring of 2011, Crystal Cove Media Production Company produced a television show called THE PAINT SHOP WITH DREW BROPHY, which aired on Southern California local television channels, including Cox and Time Warner. THE PAINT SHOP is a reality show which takes the viewers behind the scenes of Drew's art studio and projects.
In May 2011, Brophy teamed up with whitewater expert and film-maker Seth Warren, to become the first ever to standup paddleboard the entire length of the 225 miles of the Colorado River between Lee's Ferry Arizona, to Diamond Creek, Arizona. The expedition took 16 days and was run at a time when the water level was its highest since 1983. They navigated over 125 rapids, 42 of which were rated between 5g and 10g, on the Grand Canyon scale of 1-10g.