I'm slightly baffled by the mass disappointment among bedgers hoping for an upgrade at shooting guard. Unless a team wants to build around one of the few truly elite, shot creating 2s in the league, they're generally well served by filling the position with a player boasting a very particular skill set: strong 3pt shooting, solid perimeter defense, and a tough mindset (think Jimmy Butler, Danny Green, Shane Battier, Aaron Afflalo). Zach Lowe recently wrote a really nice piece describing the value of this type of player in today's NBA (http://www.grantland.com/story/_/id/9225802/players-shane-battier-harder-find-conventional-wisdom-suggests). Wes Money fits the bill (pun intended) perfectly: he does all these things and more, and best of all, is an extremely hard worker with a can-do attitude. Is there really a serious argument to be made that Tyreke would be an upgrade for our team? The addition of CJ drastically reduces the need for another ball handler, and Batum showed serious flashes of being able to create his own shot: i expect him to be even better at it this year. I don't think Tyreke will ever be a key piece on a championship team: he may have more raw talent than Wes, but self-centric play and poor decision making are not harbingers of team success. I honestly wouldn't trade him for Wes straight up under any circumstances. Iggy is clearly a different proposition: i know he's been coveted by many on these pages for some time, and he would definitely be a nice asset for this (or any) team. But the pricetag just wouldn't fly: the team had a very thin bench and needed to improve along multiple dimensions. If i'm in Olshey's shoes and have to choose between Iggy on the one hand and Lopez/TRob/Wright on the other (with still room to polish off last couple vet spots), I'll choose option B.
It's very easy for me to envision Wes being a perfect 3rd or 4th option on an elite team, and finishing his career with multiple championships (just imagine if he played for the Spurs the last couple years). He's got the chops to do what Battier, Big Shot Rob, Michael Finley, et al have done in years past. I have no questions about his commitment to his craft and his team. As far as i'm concerned, he's a part of the solution, not the problem. I don't know if i can say that about the other marquee players outside of Lillard (long glance at LaNic and LaPrettyBoy).