He played in the NFL for the Chargers and in the Alliance of American Football (AAF) for the Salt Lake Stallions.

[1] At Southridge, Oliver was a two-time captain and two time letter winner for head coach Rodney Hunter.

Oliver has said that growing up in the competitive football environment of South Florida motivated him to perform to his full potential for fear of being overlooked.

In sprints, he recorded a PR of 11.26 seconds in the 100-meter dash at the 2009 Sam Burley Hall of Fame Meet, where he placed 11th.

[11] On November 19, Oliver ran 29 times, totaling a career-high 235 yards in a 51–10 win over the Akron Zips.

[22][23] After Oliver went undrafted in the 2014 NFL draft, he agreed to a three-year contract with the San Diego Chargers.

[28] During that game, Donald Brown, then the starting running back for the Chargers, suffered a concussion.

Against the Raiders, Oliver rushed again for over 100 yards and scored a last minute one-yard touchdown to help win the game.

[30] In the final game of the season, Oliver ran for 71 yards and scored a touchdown against the Kansas City Chiefs.

[34] His playing time was adversely affected by the Chargers' selection of Melvin Gordon in the first round of the 2015 NFL draft as well as a foot injury which caused him to miss eight weeks of the season.

[41] On January 12, 2019, Oliver signed with the Salt Lake Stallions of the Alliance of American Football, eventually making the final roster.

[46] After the CFL canceled the 2020 season due to the COVID-19 pandemic, Oliver chose to opt-out of his contract with the Tiger-Cats on August 31, 2020.

[1][2] Oliver is also a fervent Miami Heat fan and devout Christian – he points to the sky after touchdowns as a gesture to God.

"[2][50] During the 2015 spring semester, Oliver returned to Buffalo to complete his bachelor's degree in sociology.