We probably aren't getting anything back of this level anyway, but Hobson is potentially a much better fit than CDR.
As far as Hobson goes, there are at least a few reasons why it would be reasonable to assume that Milwaukee would let him go. They are a bit full-up at the 1/2/3 - Maggette and Delfino will probably play most of the 3, Salmons and CDR will probably take most of the 2, and Jennings will cover the 1. They'll probably want a backup point to spell Jennings, but I don't think that's Hobson. In addition, they've apparently yet to sign him, so they could simply trade his rights with no recently-signed-player trade delays like we had with Donte.