[2] After graduating high school, Olt was not selected in the 2007 Major League Baseball Draft.
[13] Olt began the season with the Frisco RoughRiders of the Double–A Texas League, and was named to appear in the 2012 All-Star Futures Game.
[17] The Rangers optioned Olt to the Round Rock Express of the Triple–A Pacific Coast League (PCL) during spring training in 2013.
[20] When it was discovered that a lacrimal gland wasn't producing tears, he was given eye drops, which corrected the vision problem.
[19] After batting .213 at Round Rock,[22] the Rangers traded Olt to the Chicago Cubs on July 22, 2013, with Justin Grimm, C. J. Edwards, and a player to be named later (Neil Ramirez), in exchange for Matt Garza.
He attempted to find a new way to treat his vision problem, as the eye drops he was given raise the chances of developing glaucoma.
[32] On April 17, Olt was placed on the 15-day disabled list with a hairline fracture in his right wrist,[33] and Bryant was called up to replace him.
[39] The Chicago White Sox claimed Olt off of waivers on September 5, 2015,[40] and inserted him into their lineup at third base the next day.
[45] On March 17, 2016, Olt signed a minor league contract with the San Diego Padres organization.
[47] Olt signed a minor league contract with the Boston Red Sox on February 7, 2017.
[50] He played in 74 games between Portland and the Triple–A Pawtucket Red Sox, accumulating a .214/.346/.412 with 11 home runs and 28 RBI.
[citation needed] On April 23, Olt signed with the Long Island Ducks of the Atlantic League of Professional Baseball.
On July 6, Olt signed with the Algodoneros de Unión Laguna of the Mexican League.