Dwight Howard doesn't want to come to Chicago. He doesn't want to play second fiddle to Derrick Rose, nor does he want to deal with the Chicago winter. As such, the Bulls need to set this up like a romantic comedy. We'll kidnap Dwight Howard, take him on a crazy adventure and have him fall in love with us.
This kidnapping will be a high cost operation. Unlike what Sam Smith had to say, the Bulls don't necessarily have the best package for Howard. He complains that Andrew Bynum is injury prone, but offers up Luol Deng and Joakim Noah?
The Clippers could throw in Eric Gordon, Aminu, DeAndre Jordan, and the Timberwolves 1st rounder. How do the Bulls top that? They probably don't.
The Bulls package? Luol Deng, Joakim Noah, Omer Asik, + Charlotte 1st + 2 Bulls 1sts + Brewer to take back Hedo + Howard? I'd imagine it looks something like that. Sign Caron Butler to the MLE. Vince Carter to the vet minimum. Bring back Bogans and Thomas.
The Bulls lineup afterwards?
Derrick Rose, Vince Carter, Caron Butler, Carlos Boozer, Dwight Howard
Bench: Kyle Korver, Taj Gibson, C.J. Watson, Keith Bogans, Jimmy Butler, Kurt Thomas
Like all romantic comedies, this adventure has a happy ending with the Bulls hoisting up their 7th championship trophy and a Grant Park celebration. After which, we'll merely have to hope that Dwight Howard decides that being an NBA champion isn't so bad and that he'd be foolish to leave.
Of course, our romantic comedy could just as easily turn into a Greek tragedy. The Bulls trade for Howard, don't win the championship next season, and Howard decides to bolt for the warm winters of Los Angelas to play with the Clippers and Chris Paul. The Bulls are now left with no assets after trading them all away to get Howard in the first place.
Assuming Orlando would accept our offer, and quite honestly, I don't think they would, do you take that kind of risk as Gar Forman? If successful, you have a potential dynasty. If not, you have potentially blown up half of Derrick Rose's prime.
You go for it. You pair up Dwight Howard and Derrick Rose for a season with no assurances of anything. If Dwight Howard wants to leave then you force him to sign with the Clippers who have a racist owner and play second fiddle to the Lakers. You refuse to S&T him anywhere under any circumstances and see if any of the teams with cap room are really more appealing to him than the Chicago Bulls.
Odds are, he may not fall in love with Chicago, but he'll at least fall deeply in like with it, and he'll know if he sticks around for four years that he'll be almost guaranteed to win at least one ring which won't be true in any other destination he goes to.
Dwight Howard doesn't want to come here. Convention wisdom says as a GM that you don't give up half your roster trying to change his mind, but this is Dwight Howard, and if the gambit works it means a dynasty. It's something you go for if the option is on the table.
All that said, I don't see how the Bulls beat the Clippers in a bid for Howard.
[props to HomoSapien from realgm for coining the kidnap Dwight Howard and forcing him to fall in love with us phrase].