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I personally really like Wesley Matthews. He is a very underrated shooting guard that the Blazers were able to get for a great value when they signed him away from Utah a few years ago.
That being said, he is not an elite shooting guard and given the Blazers' current roster, they probably need an upgrade at this position.
Matthews is a solid shooting guard. He can play good defense, his range on his jumper is superb and he knows how to get contact when driving the ball.
That being said, he is not an elite athlete and you need elite athletes at the shooting guard and small forward positions.
The Blazers are gearing up to be a good full-court team. They have guys that can get out and run and they have solid athletes at most of their starting positions. They have a decent half-court game as well, and Matthews fits well in to the latter. He does not, however, fit into the former.
The Blazers are set at three of their starting positions. Lillard, LaMarcus Aldridge and Nicolas Batum are the core of this team and the Blazers are committed to building around them. Therefore, they need to upgrade their other two spots.
Matthews would be the perfect sixth man for this team. His demeanor lends itself well to someone coming off of the bench.
But they need to have a dynamic scorer in the starting spot for this team.
There are some options in free agency, but Portland needs to really make a serious run at O.J. Mayo. Sure, Kevin Martin and a few others would be an upgrade, but Mayo is the one game changer in this crop of free agents.