Tim Wakefield is considered by many to be one of the greatest knuckleball pitchers to have ever played baseball. He helped the Red Sox win the 2004 and 2007 World Series, made the All-Star team in 2009, and won 200 games in his 17-year career. In 2016, Wakefield was inducted into the Red Sox Hall of Fame. Currently, Wakefield is a studio analyst for NESN’s Red Sox Pre and Post Game Shows. Off the field, Wakefield is regarded as one of the most charitable and community-minded baseball players ever, who was once the recipient of the prestigious Roberto Clemente Award.