Olmedo was originally signed by the Cincinnati Reds as an undrafted free agent on January 21, 1999. He made his Major League debut on May 25, 2003, against the Florida Marlins, striking out as a pinch hitter. He made his first start the next day, against the Atlanta Braves and was hitless in 4 at-bats with 2 strikeouts. He recorded his first Major League hit when he went 3 for 4 against the Marlins on June 1. In parts of 4 seasons with the Reds, he appeared in 171 games and hit .228. He hit 2 home runs with the Reds, the first was on September 23, 2005, against Aquilino López of the Philadelphia Phillies and the second was on September 18, 2006, against Roy Oswalt of the Houston Astros.
On February 26, 2008, Olmedo was claimed off waivers by the Philadelphia Phillies.[1] On March 28, he was sent outright to the minors, but declined the assignment and became a free agent.
Washington Nationals
Olmedo signed a minor league contract with the Washington Nationals on March 29, 2008. He played in 108 games with the AAA Columbus Clippers, hitting .252.
Tampa Bay Rays
He became a free agent at the end of the season and signed a minor league contract with the Tampa Bay Rays in December. In 115 games with the Durham Bulls, he hit .250.
Texas Rangers/Milwaukee Brewers
On December 16, 2009, Olmedo signed a minor league contract with the Texas Rangers.
On March 22, 2010, Olmedo was traded to the Milwaukee Brewers from the Rangers for defensive catcher Matt Treanor. He hit .284 in 114 games for the AAA Nashville Sounds. He filed for free agency after the 2010 season.
Tampa Bay Rays (second stint)
On January 7, 2011, Olmedo signed a minor league contract with the Tampa Bay Rays. Back with Durham, he hit .260 in 124 games.
Chicago White Sox
After the season, he became a free agent and on December 1, 2011, he signed a minor league contract with the Chicago White Sox. On July 29, 2012, he was called up from the Triple-A Charlotte Knights. On October 10, 2012, he was outrighted to Charlotte and elected free agency.
Tampa Bay Rays (third stint)
On January 6, 2014, Olmedo signed a minor league contract to return to the Tampa Bay Rays organization. In 104 games for the Triple–A Durham Bulls, he batted .224/.281/.271 with no home runs, 25 RBI, and 9 stolen bases.[2] He became a free agent following the season.
Rimini Baseball Club
On January 25, 2015, Olmedo signed with the Rimini Baseball Club of the Italian Baseball League (IBL).[3] In 28 games for Rimini, he hit .285/.363/.363 with 1 home run, 13 RBI, and 4 stolen bases.
