Welcome to the 'fest! Where in Florida?
Popping out of the guides or a broken guide is fairly common on E36s. Download the Bentley Manual from the 2nd link in the Useful Links sticky and it will give you guidance on how to pull the door panel so you can inspect and see what the actual problem is.
2006 Z4 3.0si Sport Package (But I'll still hang with my "homies" in the E36 forum)