Includes certificate of authenticity.

Major league career

Minnesota Twins
Milton was selected by the New York Yankees in the 1st round (20th pick) of the 1996 Major League Baseball Draft. He played one season in the Yankees minor league system and was then traded to the Minnesota Twins on February 6, 1998 (along with three other players) in exchange for Chuck Knoblauch. He made his Major League debut on April 5, 1998 for the Twins against the Kansas City Royals, working six scoreless innings to pick up the victory. He was 8-14 in his debut season with a 5.64 ERA in 32 starts. On September 11, 1999, he pitched a 7-0 no-hitter against the Anaheim Angels, the fifth no-hitter in Twins history. With Minnesota, Milton had a record of 57-51, with 715 strikeouts and a 4.76 ERA, and was selected to the 2001 AL All-Star team. He went 1-0 with a 1.65 ERA with the Twins in the 2002 and 2003 playoffs, and was traded to the Philadelphia Phillies for pitcher Carlos Silva and infielder Nick Punto following the 2003 season.

Philadelphia Phillies
Milton led the Phillies in wins, starts and strikeouts in 2004, going 14-6 with a 4.75 ERA and 171 strikeouts in 34 starts.

Cincinnati Reds
At the end of the 2004 season, he signed a 3 year $25 million contract as a free agent with Cincinnati. His record his first season in Cincinnati was 8-15 with a high 6.47 ERA, one of the worst eras for a full-time starter in NL history. He struggled with injuries during his time with the Reds, missing most of the 2007 season with an elbow injury suffered in May. Due to his poor performance and high contract, NPR of Minnesota called him a bust, ESPN named him to their all-overpaid team, and Sports Illustrated named him as the only pitcher on their all bust team, noting he gave up one home run per every 11.9 batters.

2008-09
He left the Reds as a free agent after the 2007 season and went unsigned due to his injury history until signing a minor league deal with the New York Yankees on July 11, 2008. He never pitched for any of the Yankees minor league teams during 2008 however and was shortly released. Milton signed a minor league contract with the Los Angeles Dodgers on February 10, 2009. with an invitation to spring training.

In a ten-season career, Milton has compiled an 87-84 record with 1,107 strikeouts and a 5.01 ERA in 1,558.7 innings pitched.