Pointer was born on May 6, 1992 in Detroit, Michigan to Anthony Nolan and San Pointer. He has two sisters, Connae and twin Miz'Unique. According to him, his desire to outwork others came from his cousin Michael Robinson, who was shot and killed at age 26. Robinson helped him stay in school, motivated Pointer in basketball, and helped him avoid influence from gangs. Pointer later used his cousin's picture as his profile picture on Twitter and said, "I appreciate him for that."
High school career
Pointer moved to Roseville, Michigan prior to playing his first two years of high school basketball at Roseville High School. He attended Quality Education Academy in Winston-Salem, North Carolina in his final two seasons.  Following graduation, some recruiting services rated him as 8th best small forward and 24th best player of his class. 
As a senior at St. John's , Pointer received the Haggerty Award honoring the best college basketball player in New York City metropolitan region.  He was named to the All Big East Second Team after averaging 13.7 points, 7.6 rebounds, 3.1 assists and 2.0 steals per game. 
On June 25, 2015, he was drafted with the 53rd pick of the 2015 NBA draft by the Cleveland Cavaliers .  On October 30, he was acquired by the Canton Charge of the NBA Development League , the affiliate team of Cleveland.  On November 14, he made his professional debut in a 106–99 loss to the Maine Red Claws , recording 11 points, 8 rebounds, 4 assists and 1 steal in 29 minutes.  Pointer averaged 6.9 points, 4.5 rebounds, 1.0 assist, 1.0 steal and 1.4 blocks in 20.3 minutes per game with Canton. 
In June, 2016, Pointer joined the Cavaliers for the 2016 NBA Summer League .  On August 28, 2016, he signed with Hapoel Eilat of the Israeli League .  He left Hapoel after appearing in only two games. He then joined the Ironi Kiryat Ata of the Liga Leumit .