Quoted from Meegis:

This is going to sound like a dick comment, but... How was it wrapped?
Looks like it is still somewhat unravelled. This makes me think a lot of protective steps weren't taken. The game should have been padded inside and wrapped tight. No parts exposed. Even in a rollover, it should stay bound like a cocoon.
Where are the straps? It looks wrapped to the skid.
And to answer about the head, the pressure from impact likely pressed the head down, shattering the glass, breaking the sides free and leaving a flat back surface still wrapped. It should have had foam between the glass to glass gap and again, wrapped tight to avoid any movement.
Ive seen many pins ship, and I find the wrapping is most important.
Finally, day and Ross do make a statement before pickup, that it's best to crate these type of items. If properly crated and strapped, it likely would have been fine.
I type this all from experience over many years.
I have seen stuff shipped where

Quoted from lordloss:

Yeah, but when you sell a game for $9k, you should have it strapped to a pallet and build a box around the pallet. might have helped some.

Quoted from Meegis:

Not always true.
But thanks for the downvote.