5. Jerami Grant
Grant started his NBA career in Philly as a 2014 second-round draft pick. He did not shoot threes in college, and there were questions about his fit at the next level. The Sixers were in the middle of The Process and won 28 games over his first two seasons. Grant showed some potential, but the franchise decided to move on when the Thunder offered Ersan Iyasova and a first-round pick in 2016.
Grant blossomed in Oklahoma City before playing a key role on the Nuggets in 2020. He helped Denver reach the conference finals but wanted to spread his wings further and try to be a number one option.
Over the last four years combined, Grant averaged 20.8 points, 4.2 rebounds, 2.6 assists, 0.8 steals, and 0.9 blocks in 34.0 minutes per game. He has shot 37.8 percent from 3-point range over that stretch. His team has struggled, but Grant has proven he can shine in any role on virtually any roster.
The Philadelphia 76ers drafted Tyrese Maxey with the pick they received in this trade. There is likely zero regret, but Grant certainly reached new heights after leaving the franchise. He was a 20-minute per-game option in the City of Brotherly Love and is now one of the top-scorers on the Blazers.