I think if you want to deal Rondo, you have to do it on draft night with a team that's afraid to blow a lottery pick and needs star power.
For example:
Henson + Giannis + #2 pick (Parker)?
Would be awfully enticing.
Bucks nation would vomit at a proposal like that.
Henson, Giannis AND their pick?
They would give up Henson, a 2nd rounder and Brandon Knight but that's about it.
Your proposal basically wipes out their future.
I actually made a trade post on the Real GM Bucks forum, offering Rondo, Green & Bradley for Henson, Giannis, a pick and some bad contracts & they ran me outta there with hate haha.
Other teams fans (and educated fans in the Real GM instance) just don't value Rondo like we do. Now that's not to say other GM's don't like him but it gives you perspective.
I mean they scoffed at a starting 5 of Rondo, Green, OJ Mayo,Ilyasova and Larry Sanders like I was high.
A team like them *might* give up their lottery pick+ Henson+bad salary for Rondo,Sully and Avery Bradley.
Don't like your chances in this draft though.