"Will also note that I've had both Sierra GameKings and Speer Hot-Cors leave their jackets at the ENTRANCE hole on deer."

Yup, I have seen the same.

Boat tails have a tendency to do it more then flat bases bullets, but I have seen this several times from both flat base and boat tail bullets. A thicker jacket helps more on the flat base then the Boat Tail.

Boat tail bonded bullets do not shed their jackets any more then bonded core flat bases bullets, and of course, solid expanding bullet have no problems with boat tail design at all.