1 Eye Jack
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Small forward is the far bigger concern for me.
I don't think Portland needs a "pure" point guard. With a future guard rotation of Roy, Bayless and Fernandez, you'll always have two good passers with court awareness in the backcourt. Roy will guide the team most of the time, but both guards will be able to create for others.
At small forward, we currently have two options: a below-average player in Webster and a slightly above-average player in Outlaw who derives most of his value from taking the ball and going one-on-one. So, neither makes a good fit as a starter for a championship-caliber team.
I'd like an average to above average player. Defense is at the top of the ideal skillset of this player, for me, but after that, some package of passing, outside shooting and rebounding would be great.
Josh Childress is the ideal player who could be available for Portland. With luck, Atlanta can be induced to deal his rights to Portland for some combination of LaFrentz, Webster, Outlaw.
I agree I like Childress although Grainger or Prince would be my first choice.