Calista Flockhart
The Ally McBeal star has been performing ever since her time on the field with the Shawnee High School cheer squad. She later graduated and attended the Mason Gross School of the Arts at Rutgers University. From there, her career picked up speed.
Melissa Rycroft
Melissa Rycroft wasn't a cheerleader, but she was a drill squad member. She eventually became captain, and then took a gig with the Dallas Cowboys cheer team after graduation. Her big break was actually in Dallas Cowboys Cheerleaders: Making the Team.