I'm betting on Sheets being resigned.  I think the Brewers realize that they may never be able to sign a player of his caliber on the free agent market.  It will all depend on how much money he wants, but I think they'll make it work.  The thing with Sheets is that while he may only give you 20 starts, he's never had any serious arm problems so he's still really, really good in those 20 starts.

I don't think Villanueva will be any better than a 4/5 starter.  Parra could be a decent #2, but I really can't see his shoulder holding up for more than a year or two as a starter.  He may not make it to 2010.  Suppan's contract runs through 2010, so unless they can dump his $12.5M/yr salary on someone then he'll be in the rotation.  They probably aren't going to pay him that much and put him in the bullpen.  The Brewers may have three first round/sandwich picks next year and I woudn't be surprised to see them take at least two, maybe three pitchers.

I wouldn't be shocked to see Alcides Escobar starting at SS in 2010 instead of Hardy.

Odd fact most people don't know:
Jeremey Jeffress' name is actually pronounced "Jeffers".  

I think Weeks will get moved to the outfield and, like you, LaPorta will stick. The question for me is Hall or Hart. I think Hart wins out and Irabarren fills in at second.

I think Sheets gets resigned making the rotation:
Sheets, Gallardo, Parra, Bush, Villanueva.
Jeffress goes to the bullpen. Not much reasoning behind it except his fastball and slider are potentially really good.