2. Jaylen Brown
If Jaylen ends up making one of the three All-NBA teams this year – which he should given his transition from star to superstar – this may become a pipedream as he’ll be eligible to sign the league’s supermax extension worth $290 million, but that’s only the case if he signs it with Boston.
Still, Brown has already been linked with Lillard and the Blazers, so it’s not out of the realm of possibility a godfather offer, or the Celtics’ superstar’s own desire to play in Portland, sees Dame and Jaylen help push the franchise toward a deep postseason run.
The 26-year-old’s blend of high-level offense and defense is the ideal fit on a Lillard-centric team. He’s already learned how to play with one of the best scorers in the NBA in Jayson Tatum, so Brown knows how to fill that role; he may very well be the best in the league at it.
As the Celtics have become one of the best teams in the league, the 6-foot-6 wing has improved year after year. He’s averaging career highs in points (26.6), rebounds (6.9), and assists (3.5) while shooting a career-high 49.1 percent from the floor.
He’s a legitimate candidate to make his first NBA All-Defense team this season as well.
Perhaps more than any other player in the league, Brown would be the perfect fit for this iteration of the Blazers.