Will Middlebrooks

William Scott Middlebrooks (born September 9, 1988) is an American retired professional baseball third baseman and is currently the main color analyst for the Boston Red Sox Radio Network on WEEI-FM. He also does color analysis for the Red Sox on NESN. He made his Major League Baseball (MLB) debut with the Red Sox on May 2, 2012, and played with them through 2014. He also played in MLB for the San Diego Padres, Milwaukee Brewers and Texas Rangers. He also worked as an analyst for a 2024 AL Wild Card series on ESPN Radio. A fifth round draft pick in the 2007 MLB draft out of Liberty-Eylau High School in Texarkana, Texas, Middlebrooks signed with the Red Sox for $925,000, bypassing his commitment to Texas A&M University. Middlebrooks was originally a shortstop, but the Red Sox converted him into a third baseman in the minor leagues. He represented the United States in the 2011 All-Star Futures Game. Following Middlebrooks' emergence as the Red Sox's starting third baseman in 2012, the organization traded former All-Star Kevin Youkilis. After struggles in the 2013 and 2014 seasons, the Red Sox traded Middlebrooks to the San Diego Padres before the 2015 season. He signed minor league contracts with the Brewers and Rangers before the 2016 and 2017 seasons, respectively.