Castle would have “trouble” defending the best perimeter scorers from 99, 04 and 23. 99 and 23 were both quick trigger shooters who ran laps to get open around screens. Castle is a great defender but UConn never faced a guard who could catch and shoot as quickly as Rip/Hawk and both were tall enough to get their shots off against Castle. Clingan wouldn’t be much of a factor trying to stop them either. Gordon is more containable but is also basically a taller, more athletic version of Sears. He would get his.
99 could also through out El Amin and Mouring to provide space if 24 played off Moore. Freeman was the type of PF to give Karaban fits and Jake was probably savy enough to bother Clingan.
23 would be interesting but I would take the depth in 23. That and I don’t think 24 could contain 23s explosiveness on offense. If Hawk and Joey and the others are hitting shots it over. If they are off, they lose.
04 would have some problems with starting Taliek. Love him but his shooting issues would be issues. That said, Alex would have problems against Boone and Charlie. And they were big enough to bother Clingan. That’s a tough one and would depend entirely on if Brown could force them to defend him seriously or not.
I think 11 and 14 would be out of luck against 24.