Cars can be such pains in the asses sometimes. Have you tried rotating it in increments of like...45 degrees? Seeing if any keys fit the slot. Maybe bend the tip slightly with some pliers?
It can only be rotated 180 degrees, but it is really meant to go in only one way. If rotated 45 or even 90 degrees, it doesn't go in at all.
Bend tip? I don't thinking bending is the answer, but besides that, I was able to remove it smoothly the first time without any hanging up.
