The Cavs spent to much time trying to please Lebron with moves he gave his thumbs up instead of making the moves that in the long run, would have made the team a title contender.
Look at Chicago and Jordon. They made moves he hated (Oakley for Cartright; signing Kukoc) But, they were the right moves and in the end, worked out.
I have said it before. I think the front office (as well as the head coach) for cleveland was terrible. They just lucked into Lebron James.
Well, as an organization, they were bad enough to earn the #1 pick in the first place, right? So a few of these happened before James, but they show general owner idiocy and a lack of being able to think ahead.
-Botched the hand-shake deal and thus lost boozer
-2005 lottery pick had been lost in '97 acquiring wesley person and tony dumas. Used for May, it could have been Granger or David Lee.
-Gave andre miller for darius miles.
-Gave away a first round pick (jared Dudley, could have been wilson chandler, rudy fernandez, carl landry, aaron brooks, glen davis) to get lamond murray.
-They signed Kapono (2nd round pick same year as Lebron) to a ONE YEAR contract (wouldn't he have been a nice shooting partner?)
-Dumped Ricky Davis for basically nothing. Thus set the very early precedent that this was James' team and no one elses.
-Grabbed Luke Jackson ahead of Biedrins, Al Jefferson, Josh Smith, Jameer Nelson. Made up for it somewhat with the nice Verajao pick at 31.
-To get Jiri Welsh they gave up the pick eventually used on Rudy Fernandez (traded to get Rondo) AND they had to remove the protections on that Sean May pick that was lottery protected. Ouch.
-Then in ONE offseason, they gave the ridiculous Hughes, Marshall, Damon Jones, and Ilgauskas contracts. I believe James himself wanted Ilgauskas back. The rest?
So that's just a sampling. But it shows several things, regardless of who is in charge:
-terrible planning for the future, mortgaging capspace and picks for mediocre talent at best
-terrible draft picks in general
-A complete unwillingness to tell Lebron that he's a great player but not a GM, and that the front office could figure out what kind of team to build.