Grimes was a high-level prospect coming out of high school in 2018, even getting some top-10 pick buzz. However, he struggled during his freshman season at Kansas, and transferred to Houston. At Houston, Grimes became the AAC player of the year in 2021 and led Houston to the Final Four. He was then drafted by the Knicks in the first round, going 25th overall in the 2021 draft. Grimes looked like a solid rotation player right away for the Knicks, and was even seen as a key tipping point in the Donovan Mitchell trade discussions in 2022. He had a great year in '22-'23, starting at shooting guard for the Knicks and hitting 39% from 3. However, after the Knicks added Donte DiVincenzo, Grimes lost his starting spot and fell back in the rotation. He was traded mid-season to Detroit, who essentially didn't play him and then traded him to Dallas in the offseason. He was decent in Dallas but got traded near the trade deadline to Philadelphia, where he had a monster stretch of scoring games and averaged nearly 22 points per game. However, the 76ers not having much to play for makes that stretch somewhat hard to evaluate. Grimes is the type of player that isn't great at any one skill, but is good at a lot of things and doesn't have any clear weaknesses. He's a solid 38% 3-point shooter and finishes at the rim at a decent rate despite not having high-level athleticism. He doesn't have much of an in-between game on offense but knows well enough to stay to his strengths and not take many midrange shots, so his overall efficiency is decent at 59% true shooting. Grimes is mostly an off-ball, spot up shooter, but he has enough playmaking skills to attack hard closeouts and make plays or make a couple moves off the dribble against a rotating defense. Defensively, Grimes does a nice job of moving his feet and staying in front of ball-handlers. He stays focused on that end and works hard to stay in position. He'll fight through screens, and knows where to be from an off-ball, helpside rotation perspective. At 6'5", he has decent size for a shooting guard and can guard multiple positions, even if you don't want him guarding the bigger elite wings in the NBA. Grimes will be 25 years old as a free agent in 2025, so certainly not old, but not a young prospect either. He likely earned himself some additional money by the way he played after getting traded to Philadelphia. However, he did have two teams essentially give up on him in the past twelve months, and it's not clear how much other teams will really value what he showed with the 76ers given they were in tank mode.