Wright began the 2018-19 season with the Raptors, who went on to win the NBA title without him, as he was traded to the Grizzlies at February's trade deadline. With Toronto, Wright played 49 games, starting on two occasions while averaging 6.9 points and 2.6 assists in 18.3 minutes per game. His usage spiked following the trade, though, as Wright logged an average of 30.8 minutes per game for Memphis. He took full advantage of that increase in playing time, averaging 12.1 points, 5.3 assists, 5.4 rebounds and 1.6 steals in his new digs. After scoring in double digits 13 times with the Raptors, he did so 17 times in 26 games (11 starts) with the Grizzlies. Wright ended the season on a particularly high note, logging the first three triple-doubles of his career in the last four games of the campaign. In the most impressive of those outings, Apr. 5 against the Mavericks, Wright racked up career highs in both points (26) and assists (14) along with 10 rebounds. Overall, Wright averaged 8.7 points, 3.5 rebounds, 3.3 assists and 1.3 steals per game -- all career bests. He set a new single-game best in steals as well, picking up five on Mar. 30 against Phoenix.

Wright continued to increase his playing time and scoring output while enjoying better health in his third NBA season. He finished with a career-best 8.0 points per game while averaging a career-high 20.8 minutes across 69 games. Wright mostly served as a bench option for Toronto, as 65 of those appearances came off the bench. Coming off the bench didn't stop him from delivering the biggest performance of his career Jan. 3 against the Bulls. In that game, the Utah product racked up a career-high 25 points on 10-of-15 shooting (including 4-of-5 from downtown) along with a career-high 13 rebounds, five assists, four steals and a block. He posted his second-highest-scoring game of the year 12 days later on Jan. 15, hitting 5-of-6 shots from beyond the arc en route to 20 points against the Sixers. Wright did plenty of damage from 3-point range all year long, shooting a solid 36.6 percent from beyond the arc on a career-high 2.2 attempts per game. He also chipped in new career highs with 2.9 rebounds and 2.9 assists per game while averaging 1.0 steals per game for the second straight year. Wright saw more postseason playing time than ever, appearing in all 10 of Toronto's games across two rounds. In Game 1 of the first round against Washington, he set a personal playoff best with 18 points, adding four assists, three steals and a block. Wright went on to score 18 again in Game 5 of that series.

Wright's sophomore season in the NBA was derailed by a shoulder injury. Between that ailment and some time in the D-League, Wright didn't make his season debut until Feb. 14. He scored 11 points in his second game back, though, and went on to deliver double-digit scoring on seven occasions. Wright scored a season-high 13 points twice -- both on the road against the Heat, and less than two weeks apart (Mar. 11 and Mar. 23). In the latter game, Wright pulled down a season-high seven rebounds. He improved his free-throw percentage to 76.4 while shooting 42.2 percent from the field, including 33.3 percent from 3-point range. Wright racked up a career-high four blocked shots on Mar. 3 against Washington. He also picked up four steals Apr. 2 against the Sixers. Over the course of his five games with the D-League's Raptors 905, Wright posted 12.6 points, 5.2 assists, 1.8 steals and 1.6 blocks per contest. Back in the NBA, he enjoyed a somewhat greater role in the playoffs than he had as a rookie, appearing in nine of the Raptors' 10 postseason games. That included Game 3 of the first round against Milwaukee, in which Wright piled up 13 points and six boards.

The Raptors selected Wright 20th overall out of Utah in the 2015 NBA Draft, and he went on to bounce between the big club and the D-League's Raptors 905 throughout the 2015-16 campaign. The younger brother of NBA veteran Dorell Wright, Delon sparkled in his 15 D-League games, averaging 17.7 points, 6.5 assists and 5.0 rebounds with a terrific 53.6 shooting percentage and 80.6 free-throw percentage. At the NBA level, his opportunities were typically limited, as Wright played just 8.5 minutes per game over 27 contests, starting once. He averaged 3.8 points, 1.4 rebounds and 1.1 assists while shooting 45.0 percent from the field and 74.3 percent from the line for the Raptors. However, on those occasions when Wright received significant playing time, he showed that he could contribute in multiple areas. He scored in double digits all four times that he played more than 22 minutes. On Apr. 8, Wright scored a season-high 19 points against the Pacers. Five days later, he stuffed the stat sheet with 18 points, a season-high seven assists, five rebounds and two blocks (also a season high) against the Nets to close out the regular season. Wright got his first taste of postseason action in the Raptors' three-series playoff run, appearing in nine of 20 games. He delivered seven points in just 9:42 in Game 1 of the Eastern Conference Finals against Cleveland, then six points with two steals in 12 minutes in Game 5 of that series.