The veteran guard appeared in 69 games for the Magic, averaging 14.7 points, 3.2 rebounds, 1.2 assists and 1.1 steals in a career-high 27.4 minutes per game. Ross converted 35.1 percent of his career-high 7.3 three-point attempts per game, while shooting better than 85 percent at the foul line for the second consecutive season. Ross scored at least 20 points in 19 games, and he crossed the 30-point threshold twice. Against the Heat on Mar. 4, Ross went for a season-high 35 points behind a season-high eight three-pointers. On Feb. 28 against Minnesota, Ross posted 33 points, five rebounds, three assists, and two steals while draining seven three-pointers. Ross hit at least five three-pointers in nine games and had multiple three-pointers in 50 of 74 appearances, including playoffs. On Feb. 24 against the Nets, Ross finished with 21 points and a season-high eight rebounds. He tied his career-best with four steals against the Kings on Jan. 13 and matched that total on Feb. 12 versus Detroit. Ross tied another career-high with nine made free throws in an Aug. 4 matchup against the Pacers. In the playoffs, Ross scored in double-figures in all five first-round games against Milwaukee. For the series, Ross averaged 16.4 points, 4.4 rebounds, and 1.0 assist while shooting 46.9 percent from the field.

After missing nearly 60 games during the 2017-18 campaign due to a sprained MCL, Terrence Ross bounced back in a big way in 2018-19. His 15.1 points per game blew away his previous career-high of 11.0 during the 2016-17 season. The University of Washington product also established career-high with 3.5 rebounds, 1.7 assists, and 12.7 field goal attempts per game, including 7.0 from beyond the arc. That all culminated in a fifth-place finish in the voting for the Sixth Man of the Year award. Entering 2018-19, Ross had just one 30-point game in his career: a 51-point outburst in 2014. In 2018-19 alone, he topped 30 points four times, shooting a combined 25-of-43 (58.1 percent) from three in those contests. Each of those games came in the second half of the season and the 28-year-old continued to improve as the year went on. In his final four games, he averaged 27.3 points on 59.3 percent shooting (53.7 percent from three). Ross scored 35 points in the regular season finale on April 10, going 12-of-19 from the field and 6-of-10 from beyond the arc. Ross scored 24 points in Game 3 of the Magic's first-round playoff series against Toronto. He finished the five-game series with averages of 13.2 points, 3.6 rebounds, 1.4 assists, and 1.2 steals.

Entering his first full season with the Magic and primed for a bigger role, Ross started the first 20 games of the season. Over that span, he put up 9.3 points, 3.2 rebounds, 1.6 assists and 1.3 steals per game. On Nov. 27, however, Ross was lifted from the starting five in favor of Jonathon Simmons, in what appeared to be a defensive move by coach Frank Vogel. He lasted just two games as a reserve before disaster struck. Ross exited a Nov. 29 game against the Thunder with what appeared to be a knee injury, and he was later diagnosed with a sprained MCL and non-displaced fractured of his right tibial plateau. It was the first major injury of Ross' career and carried an indefinite return timetable. Ross ended up sidelined all the way until April, when he appeared in two of the Magic's last three regular season games. In the regular-season finale against Washington, Ross put up eight points, three rebounds and two blocks across 14 minutes in a winning effort. Ross showed flashes of capable production early in the year, but the Magic were unable to reap the benefits with him playing in a career-low 24 games. Despite the extended absence, Ross entered the following year with a clean bill of health.

Ross was a little banged up again due to knee and thigh injuries leading up to his fifth NBA season, but he still suited up for the season opener. Poised for a similar reserve role with DeMarre Carroll still in town, Ross came off the bench for the first 16 games and put up a solid 10.9 points to go along with 2.2 rebounds and 1.2 steals. His best first-half effort came Dec. 12 against Milwaukee, when he put up 25 points in a 22-point victory. He chipped in 24 points later in the month against Golden State, albeit in a losing effort. Ross continued in a similar, yet somewhat inconsistent, role for the Raptors, but his season was shaken up in mid-February. Ross was dealt to the Magic on Feb. 14 in exchange for Serge Ibaka and a first-round pick. With Orlando, Ross started each of the 24 remaining games of the season, averaging 31.2 minutes over that span. He also put up averages of 12.5 points, 2.8 rebounds and 1.8 assists -- all of which were improvements over his time in Toronto. The Magic finished the year with a record of 29-53 and did not qualify for the postseason.

Ross proved to be a quick healer ahead of the 2015-16 season, bouncing back from May ankle surgery to be deemed healthy by preseason. Despite tweaking the ankle again during exhibition play, Ross was back in action for the regular-season opener Oct. 28. Ross came off the bench to start this season after working as a starter in previous years, due largely to the offseason acquisition of DeMarre Carroll. Ross still managed to put up 21 points in the season's second game, and after three games, the Raptors awarded him a three-year contract extension. He suffered a thumb ligament injury shortly thereafter, but it only cost him six games. After another few weeks as a reserve, Ross returned to the starting five with DeMarre Carroll (knee) out, putting up 22 points (8-12 FG, 4-6 3Pt) and six rebounds. He was back to the bench when Carroll returned, but he still put up 10.8 points per game during December. There were a few other high points this season despite the fact Ross came off the bench the rest of the campaign. His season-high 27 points came Feb. 28 against the Lakers, and he finished the year with a double-double, posting 24 points and 10 rebounds in a victory over the Nets. Ross also got his longest taste of playoff action, as the Raptors made it to Game 6 of the Eastern Conference Finals before getting eliminated by the Cavaliers. He even recorded a new playoff career high of 19 points earlier in the postseason in a series opener against Miami.

Ross appeared in a career-high 82 games during the 2014-15 campaign, his age-23 season. He overcame preseason knee and ankle injuries to still appear in the starting five on opening night. Ross put up 13 points across 28 minutes in a win over Atlanta that evening, knocking down three three-pointers in the contest. Through the end of November, the third-year player put up double figures 11 times in 17 opportunities. Ross even recorded back-to-back 20-point games Nov. 30 against the Lakers and Dec. 2 against the Kings. He started seeing more time at shooting guard over this early part of the season, as DeMar DeRozan sat out from Nov. 30 to Jan. 12 due to a groin injury. Shortly after DeRozan returned, however, Ross lost his starting spot and came off the bench from Jan. 19 to March 4, losing playing time to James Johnson as well. His time as a reserve wasn't completely void of highlights, however, as Ross did put up 23 points in a Feb. 4 matchup against the Nets. He eventually won back the starting gig March 6 and averaged 9.7 points, 2.0 rebounds and 1.3 assists from that point forward. Ross remained a starter in the postseason, but the Raptors were swept by the Wizards in the opening round. Ross did improve his playoff marks a bit from the prior season, posting 7.0 points and knocking down six three-pointers in the series.

While Ross still had a few aspects of his game to work on, the Raptors showed faith in the second-year wing by activating their third-year team option on his rookie contract in advance of the 2013-14 season. He began the season coming off the bench, but joined the starting lineup Dec. 12 and never relinquished his spot after that. Ross continued as a regular contributor but broke out on the national stage in late-January. In a Jan. 25 loss to the Clippers, Ross set a new career high with 51 points, draining 10 three-pointers in that contest. The scoring effort tied Vince Carter's franchise record, which was set back in 2000. It was also the first time in NBA history a player who had been averaging less than double figures put up a 50-point performance. Ross was able to build on that momentum, averaging 11.9 points in the month of March. When it was all said and done, Ross finished fifth on the team in scoring (10.9 ppg) and was second to only Kyle Lowry in three-pointers made with 161. Ross shot 39.5 percent from distance, up significantly from the mark of 33.2 percent he put up in his rookie season. With the Raptors finishing the regular season 48-34, Ross was also able to see his first postseason action. The Raptors took the Nets seven games in the opening-round loss, and Ross started each one, averaging 5.0 points, 2.0 rebounds and 0.9 steals in the series.

Ross was selected by the Toronto Raptors in the 1st round (8th pick) of the 2012 NBA Draft. In his NBA debut Oct. 31 against the Pacers, Ross was scoreless, but picked up a rebound in six minutes of action. He continued to progress from there, steadily increasing his minutes total. On Jan. 2, Ross scored a career-high 26 points (8-14 FG, 6-9 3Pt, 4-6 FT) in a blowout win over Portland. During All-Star weekend , he emerged victorious in the 2013 Slam Dunk Contest. In the season's second half, Ross made his first career start Mar. 10 against the Cavaliers, collecting 14 points, five rebounds and three assists in the victory. That started a 15-game stretch, over which Ross averaged 8.1 points and 2.2 rebounds. He appeared in 73 games by the time it was all said and done, providing a key rotation piece for the Raptors to build around.