This is a nutty, crazy point, maybe.
I think the reason we so bad breaking the press is the same reason we are so bad at inbounding the ball - our two primary ball handlers have a very limited reach. That means that their window to pass over/around/through a double team is small, and the window into which you pass to them is small. So you have Bazz, a great ball handler, attempting to pass over a 6/3 and a 6/4 guy double teaming him, and the target is 5/10 Boat. So your margin for error goes way down.
Kromah is a decent ball handler, but not a great one. He is not capable of dribbling through traffic.
Bazz is a great ball handler, but does not have amazing end-to-end speed, so he can't blow by defenders like a Kemba could.
Finally Boat has the ball on a yo-yo string, to be sure, but his dribble is very high. I'm not sure where he picked up the habit, but watch him. He has the ball coming up to his shoulder when he's dribbling up the court unmolested. In traffic, he lowers it down to his rib cage. He needs to bend more and dribble that ball near the top of his knee when he's trying to dribble out of the double. At his height, with his ball control and foot speed, it would be near impossible to get a hand on it.
Throw in that our 3rd and 4th options (Giffey and Daniels) with the ball are so-so on the move, and you've got a team that is easy to press. Which is the MAIN reason Ville has eaten our lunch twice.
Harken back to Kemba - guy had the ball on a string, was lightning quick, and had a low dribble. He virtually NEVER coughed the ball up in a press, and was a one man press buster.
We can get better at breaking the press, but we are working with limited options. Kevin Ollie - this is where you earn your money!
Bullocks!