Sports David Letterman's Greatest Sports Guests May 4, 2015 / 9:00 AM MDT / CBS News Letterman's Greatest Sports Guests - 1996 World Champion New York Yankees Letterman's Greatest Sports Guests - Jay Thomas and Vinny Testaverde Letterman's Greatest Sports Guests - John McEnroe Letterman's Greatest Sports Guests - The U.S. Synchronized Swimming National Team Letterman's Greatest Sports Guests - Gold medal-winning 2004 U.S. Women's Olympic Soccer Team Letterman's Greatest Sports Guests - Ben Roethlisberger Letterman's Greatest Sports Guests - Travis Pastrana Letterman's Greatest Sports Guests - Maria Sharapova Letterman's Greatest Sports Guests - Peyton Manning Letterman's Greatest Sports Guests - David Wright Letterman's Greatest Sports Guests - Ray Allen and Kevin Garnett Letterman's Greatest Sports Guests -Mark Teixeira Letterman's Greatest Sports Guests - Andy Roddick Letterman's Greatest Sports Guests - Jorge Posada, Andy Pettitte and Derek Jeter Letterman's Greatest Sports Guests - Regis Philbin and Bill Murray Letterman's Greatest Sports Guests - Magic Johnson and Larry Bird Letterman's Greatest Sports Guests - 10 Sports Illustrated Swim Suit Models Letterman's Greatest Sports Guests - U.S. Men's Olympic Ski Slopestyle Letterman's Greatest Sports Guests - Peyton Manning Letterman's Greatest Sports Guests - 2015 Baseball Hall of Famers