Bobby Regester is a former driver in the Indy Racing League. He raced in the 1999-2000 seasons with 2 career starts. He also has multiple wins at the Pikes Peak International Hill Climb. He currently lives on Pikes Peak selling real estate in the area and driving in the annual Hillclimb in the Super Stock Car category.

On, July 21, 2007, Bobby Regester won the 2007 Pikes Peak International Hill Climb with his Super Stock Car #44, a 2005 Pontiac Sunfire with a time of 11:46.754.