First they had Ben Gordon, but ultimately his lack of defense and his requirement to have to ball to succeed wasn't a great fit.
Next the role went to Kirk Hinrich. I loved Hinrich, but the amount of time he had to spend guarding opposing shooting guards, at his size, probably hurt his career.
Last season they are the trio of Keith Bogans, Kyle Korver and Ronnie Brewer. None have much upside and alone were great fits. Now if you could have combined them all, then they may have really had something.
This offseason they added Richard Hamilton, and while it is a nice move, it isn't a long-term answer. Hell, with him only playing in 16 games so far this season it hasn't been much of a short-term answer either.
With so much money invested in Rose, Joakim Noah, Carlos Boozer and Luol Deng, it will be difficult to acquire someone through free agency. Therefore their best bet is the draft.
So who are five guys that might be perfect fits to start alongside Rose for years to come?