Jenkins is the son of Morris and Janine Jenkins of Mountain Grove, formerly of Alton, Mo. Morris was Riley's basketball coach and attained his 300th coaching career win in the 2011-12 season. Riley is also the grandson of David and Rosemary Case, and Glen and Joyce Jenkins of Alton, and the great-grandson of Gene and Dorothy Boze, Leoid and Artie Case, Leona Jenkins and the late Chester and Sylvia Morris, all of Alron.
Jenkins was selected to the AP First-Team All-State team, First Team All Summit Conference, and was selected Most Outstanding Player in the Cabool Holiday Tournament. On the year, he averaged 24.1 points, 6.4 rebounds, 3 assists, and 3 steals per game. He shot 46 percent from three-point range, 56 percent from two-point range, and was an 84 percent free-throw shooter.
He had an outstanding career for the Pirates. The varsity team won 82 games during his four years as a member of the team.
The Pirates won three district championships, two Summit Conference championships, and two Cabool Holiday Tournament championships. Jenkins was a three time MOBCA Class 2 All-State honoree, two-time AP Class 2 All-State honoree, and four-time Summit First Team All-Conference honoree. He finished his career with 2,483 points, setting the all-time scoring record at Norwood High School. He also is the all-time leading scorer in the Cabool Holiday Tournament.
Based on the 2011 MSHSAA record book, Jenkin's career point total would put him as the 21st ranked career point leader in the history of high school basketball in the state of Missouri.
Jenkins is also a standout baseball player. The Norwood Pirates won second place in the Final Four Baseball Tournament May 30-31 in Springfield. Jenkins was named to the Missouri Baseball Coaches Association All-State Team in Class 1 and was also named to the All-District Team.
Jenkins also earned honors in the classroom. He was the valedictorian of the 2012 Norwood senior class.