Don't you just love answers that start with "It depends"?
Most newer (say 2000 and up) fivers have what's called an extended pin box and slanted rounded fronts that go with "short box" actually they call them standard beds now or 6 1/2 foot beds, and the broken window problems are all but alleviated. Now if you also add a slider hitch, you're really OK. I have a slider and for the past five years have used it twice, maybe three times. I'll guesstimate that 98% of the time you'll never need it, but that once or twice, it saves a whole bunch of maneuvering.