4. Gradey Dick, Toronto Raptors
Another sharpshooter taken right before Jordan Hawkins in the 2023 NBA Draft is Gradey Dick out of Kansas. He's athletic, has excellent positional size for a guard at 6-foot-6, and shoots the ball exceptionally well. He had a decent rookie season with the Raptors, averaging 8.5 points, 2.2 rebounds, and 1.1 assists on 43/37/86 shooting splits.
Dick would provide that same length and shooting as previously mentioned with Kevin Huerter but with more upside and room to grow at only 20 years old. If he continues to progress into a starting caliber player, Portland could eventually even flirt with the idea of a smaller lineup at positions one through four between Henderson, Dick, Sharpe, and Avdija, with Donovan Clingan anchoring the middle and compensating for any defensive weaknesses.
With the Raptors trading the Knicks for Immanuel Quickley and RJ Barrett last season, they are keen on retooling their roster around Scottie Barnes rather than rebuilding it from the ground up. The Blazers have multiple trade assets around the same age as Toronto's retooling core, such as Anfernee Simons, Ayton, RW3, and Thybulle, making them ideal potential trade partners.