I think we are all in agreement here, the time has come to stop trying to piece a roster together that can compete immediately. I find looking at the roster in terms of championship caliber helps to evaluate the talent. For each player, you can stop and question "where would this player fit into the next Cs championship squad?"
In my humble opinion, Smart can be a starting 3rd or 4th offensive option on a championship squad who is also the best defensive guard in the league.
IT- can definitely be a 6th man ala jamal crawford on the next championship squad.
Zeller- Backup Center- would be one of the best backup centers in the league.
Young/Hunter - whichever one of these guys really takes the initiative and lives up to their potential could be that SG of the future. I personally like Young's game better.
Crowder/Jerebko - hustle guys who could contribute in a 3 and D role, yet at what price?
Outside of that I really don't see many players on our squad contributing to a championship caliber team. Unlike some people on this forum, I don't necessarily see Rozier as the second coming of Westbrook or Rose. He MIGHT become a Bledsoe if he lives up to his potential. Also Kelly if he gets it all together could be a force off the bench. Sully seems to not be able to shed his weight problems, which honestly happens. Move on.
This leaves us with 1 maybe 2 of our starting guards filled, and huge talent holes from 3-5. If we do move on and play the young guys, they should be able to develop, while allowing us a chance to fill a hole at 3-5 next year. Next years draft class appears to be heavy at the top with good players at 3-5, so if while developing Smart and the youngins, we happen to get into the range to snag one of those guys, we would take a step forward. Obviously rookies can always never live up to the hype, but as others have pointed out, this summer was the one to take advantage of cap space on high level talent.
After 2 years into the rebuild, taking a step back to increase to playing time of our young guys while pruning the roster seems like the best route to take. Personally I think it will be a fun ride to follow.