Jennings won't be a star on a big market team - yet. Maybe after one more short term contract, but I don't see it now.

In today's NBA, big time players attract other big time players (Boston, Miami, NY, Clippers, Lakers, etc). Not sure Jennings is on either end of that dynamic right now (big time players want to come to Milw to play with him or have him join them).

At this point I don't see him being worth big time money to another team other than the Bucks right now.

Bucks need to find a way to get another player or two to go along with Jennings or Bogut (and have Bogut healthy). If they can do that they could be in the playoff mix going forward. If not then I'm not sure what they can do other than getting lucky in the draft lottery.