Midway through his senior year, Ross returned to Jefferson High School but could not play basketball due to transfer rules.

[1] In his sophomore season, Ross earned first-team All-Pac-12 honors after averaging 16.4 points, 6.4 rebounds, 1.4 assists, and 1.3 steals in 35 games.

[7] On February 16, Ross defeated Jeremy Evans in the 2013 Sprite Slam Dunk Contest, receiving 58% of the vote from fans worldwide in the final round.

He then missed six games with a left thumb injury before returning to action on November 20, scoring eight points in a 102–91 win over the Los Angeles Lakers.

[14] He made his first start of the season on December 7, also against the Lakers, scoring a season-high 22 points in place of injured starter DeMarre Carroll.

[16] On March 30, he scored 13 points in a 105–97 win over the Atlanta Hawks, helping the Raptors record a 50-win season for the first time in franchise history.

[17] In the Raptors' regular-season finale on April 13, Ross recorded his first double-double of the season with 24 points and 10 rebounds off the bench in a 103–96 win over the Brooklyn Nets.

In game 1 of the conference semi-finals against the Miami Heat, Ross set a career playoff high with 19 points in a 102–96 loss.

[22] He made his debut for the Magic on February 23, recording 13 points on 4-of-17 shooting, which included a 2-for-8 showing from three-point range, in a 112–103 loss to the Portland Trail Blazers.

[26] On the 30th, he was ruled out indefinitely after being diagnosed with a sprained right medial collateral ligament (MCL) and a non-displaced fracture of his right tibial plateau.

[32][33] On March 4, 2020, in a 116–113 loss to the Miami Heat, Ross scored 35 points behind eight three-pointers, both season highs, while not recording a single rebound, assist, block, or steal.

[37][38] Ross's father played in the defunct Continental Basketball Association (CBA) and won the slam dunk title while with the Tri-City Chinook in 1995.