Getting Asik alone , I dont think does it for us. That would put is into that nether world of being just good enough to definitely make the playoffs and drafting in the high teens. He is Rondos age and it would be OK to get him only if we could compete in the very near future.
Getting Monroe alone makes more sense given his age and longer window to build.However....
Could we get them both without gutting the team, and does that make us contenders? If we got them both, we would have to be contenders, otherwise the heavy payroll/tax NEXT year would be prohibitive given what Asiks salary kicks to and what Monroe will command in the marketplace. In order to be contenders with Asik/Monroe we can't gut the team to get them.
I think we CAN be contenders if we got them both. If we didn't gut the team, our front court will be the deepest and arguably one of the best in the league, and we would have depth at the 1 and 2 also:
Asik/Fav
Monroe/Sully/Bass
Green/Crash
Bradley/Lee
Rondo/Crawford/Pressey
Here's a trade idea, although admittedly not a great one, that on paper would do it:
http://espn.go.com/nba/tradeMachine?tradeId=m9tdosnBoston gets Asik and Monroe
Detroit gets Hump, Bogans and two of Boston's firsts
Houston gets Olynyk, Villanueva, Brooks
Why for Boston: contention now and perhaps the next 5 years
Why for Detroit :they get a more than serviceable replacement PF who is also an expiring in Hump, another 5 million expiring in Bogans for a total of $17 million expiring and two firsts
Why for Houston: they get their first that they want in the form of Olynyk who would be a great fit next to Howard, an expiring in Villanueva and can have Brooks if they want him
Any other trade scenarios where we would get Asik and Monroe without gutting the team if you think they would make us contenders or on our way to contender status in a short time ?