Education
Cherry attended McClymonds High School in Oakland, California.
Cherry attended McClymonds High School in Oakland, California.
He played college basketball for the University of Montana. As a senior, he averaged 12.0 points, 8.0 rebounds, 5.0 assists, and a league-leading 4.0 steals per game for the undefeated (33-0) Warriors, going on to be named league and team Most Valuable Player.
In 116 career collegiate games for the Montana Grizzlies (104 starts), Cherry averaged 12.8 points on.430 shooting with 3.6 rebounds, 3.4 assists and 2.3 steals in 30.7 minutes per game. He was named first team All-Big Sky Conference three times, was the Big Sky Defensive Player of the year in 2011-2012 and 2012-2013, and is seventh on the school’s all-time scoring list with 1,484 points.
2013-2014 season
After going undrafted in the 2013 National Basketball Association draft, Cherry joined the New Orleans Pelicans for the 2013 National Basketball Association Summer League.
On February 13, 2014, he was acquired by the Canton Charge of the National Basketball Association Development League. 2014-2015 season
In July 2014, Cherry joined the Cleveland Cavaliers for the 2014 National Basketball Association Summer League.
On August 3, 2014, he signed with the Toronto Raptors. However, he was later waived by the Raptors on October 25, 2014.
On November 2, 2014, Cherry was reacquired by the Canton Charge.
Later that day, he signed with the Cleveland Cavaliers. On November 30, 2014, he was waived by the Cavaliers after appearing in eight games. On December 7, 2014, Cherry signed with Žalgiris Kaunas of Lithuania for the rest of the season.
2015-2016 season
In July 2015, Cherry joined the San Antonio Spurs for the 2015 National Basketball Association Summer League.
On September 1, 2015, he signed with Alba Berlin of Germany for the 2015-2016 season.