Tim Wakefield began his Major League Baseball career with the Pittsburgh Pirates, but is most remembered for his 17-year tenure with the Boston Red Sox, where he was a part of two World Series championships in 2004 and 2007. When he retired at age 45 after 19 seasons in MLB, Wakefield was the oldest active player in the major leagues.
Wakefield won his 200th career game on September 13, 2011, and he ranks third in career wins in Red Sox franchise history (186), behind Cy Young and Roger Clemens. He is second in all-time wins at Fenway Park with 97, behind Clemens's 100, and is the all-time leader in innings pitched by a Red Sox pitcher, with 3,006, having surpassed Clemens's total of 2,777 on June 8, 2010. Wakefield was an All-Star in 2009 and he won the Roberto Clemente Award in 2010.