BOOM.Your team isn't good enough to rebuild on the fly, in terms of assets you have to acquire others. You may not need to bottom out, but you'll need to hit on your next few lottery picks. Then you'll have to use your cap space judiciously.
I think what honestly hurt the most was the Kyrie trade. After the 8th pick, you really didn't get any other retained assets from that. Total hindsight but the Cavs should have maybe opted for more established talent in return.
The Irving trade really hurt.