VANCOUVER – Gradey Dick described the feeling ahead of facing his former team as “bittersweet” — a sentiment that captured the complex emotions surrounding his return to Toronto just months after being part of a blockbuster trade that sent Kawhi Leonard to the Raptors.
The 22-year-old forward, selected 13th overall by Toronto in the 2023 NBA Draft, suited up against the Raptors in pre-season action at Rogers Arena on Saturday, marking his first taste of revenge season in the league.
Trade Details and Legacy
Dick was part of a massive package deal that included Brandon Ingram, two unprotected first-round picks (2031 and 2033), a 2027 first-round pick swap, and two second-round selections — all shipped from Toronto to the Los Angeles Clippers in exchange for aging superstar Kawhi Leonard.
Leonard, now 35, helped Toronto secure its solitary NBA championship in 2018-19 during his lone season with the franchise before departing in free agency. His departure opened the door for a rebuild centred around young talent like Dick.
“It makes me think about the last three years,” Dick reflected before tip-off in Vancouver. “It’s kind of bittersweet, but at the same time, it’s NBA basketball.”
Growing Pains and New Beginnings
A product of Kansas high school and collegiate basketball, Dick spent his rookie campaign adjusting to life away from home. “Me being from Kansas and going all the way out to Toronto, the first time I’m living away from my family,” he admitted. “(Toronto) kind of welcomed me with open arms all the way. That’s why it’s kind of bittersweet.”

Over three seasons with the Raptors, Dick averaged 20 minutes and 9.2 points per game. However, his shooting efficiency dipped significantly after an encouraging rookie season, dropping from 36% three-point accuracy to 30% by the time he was dealt.
The trade itself faced delays as the NBA investigated potential salary cap circumvention involving a $28 million endorsement deal tied to Leonard’s move. While the league reviewed the arrangement, Dick found himself in limbo — caught between teams yet unable to commit fully to either side.
Coaching Perspectives and Future Outlook
Dick’s transition has drawn praise from both coaching staffs. Clippers head coach Tyronn Lue highlighted areas for improvement during their summer discussions: “I had a talk with him this summer about getting to be a 38-, 40-per-cent three-point shooter.”
Lue noted uncertainty regarding whether Dick’s confidence suffered during his final months in Toronto: “He was pretty close in his first year in the league.”
Raptors coach Darko Rajakovic maintained contact with his former player, texting Dick earlier in the week before Saturday’s matchup. “He’s one of the most talented players in his draft class and I think he’s going to have an amazing career,” Rajakovic said. “He just needs to be consistent, to have a consistent opportunity and he’s going to shine.”
Looking Ahead
While Leonard continues working his way back to full fitness following his career-high 27.9-point season, attention shifts to how Dick adapts to his new environment under Lue’s guidance.

For now, the emotional weight of returning to familiar territory serves as motivation rather than burden — proof that even in professional sports, business decisions can carry deeply personal consequences.
Why it Matters
This story underscores the human cost behind blockbuster trades that dominate NBA headlines. While fans celebrate star acquisitions like Leonard’s arrival in Toronto, players like Dick experience the disorienting reality of sudden relocation and shifting loyalties. Their journeys remind us that behind every transaction lies real emotion, growth, and adaptation — elements often overlooked when assessing team success metrics alone.