He attended Missouri Valley College for one year, and played for the school's NAIA-level baseball team.

He then moved to Bossier Parish Community College in Louisiana for one year, again playing for the baseball team.

He transferred to Oklahoma State University, where he was an honourable mention All-Star in the Big 12 conference for the Cowboys in 2005, his final season, but went undrafted after college, as he was already 25 years of age.

[4] He had a 4.29 ERA and 115/36 K/BB ratio in 1212⁄3 innings with 21 starts between the Double-A New Hampshire Fisher Cats and the Triple-A Syracuse Chiefs.

[3] He made his first major league start on July 30, 2008, against the Tampa Bay Rays, and was the pitcher of record in a 3–2 loss.

[citation needed] Richmond was selected as a starting pitcher for Team Canada at the World Baseball Classic, but did not get to play.

He was a starter at the Major League level for the Blue Jays for his first full season, due to injuries to Shaun Marcum and Dustin McGowan.

He opened the 2011 season with the Blue Jays, appearing in one game on April 10 before being optioned back to Las Vegas.

Richmond signed with the Wichita Wingnuts of the American Association of Independent Professional Baseball for the 2015 season.

Following his time in Italy, it was announced Richmond would pitch the remainder of the Australian Baseball League season for the Auckland Tuatara.

On August 30, 2019, Richmond was traded to the Long Island Ducks of the Atlantic League of Professional Baseball.