We choose our sites based on the desirability of the site itself (location, views, availability of amenities (electricity, H2O, sewer), how level it is, placement of nearby firepits (the one on "our" site as well as those on the neighbors' sites), trees, shrubs and brush, etc.) - and don't really care if we have to back into, pull thru or pull nose first and later back out of the site - as long as we end up on site of our dreams.
My wife and I do work as a team. When we arrive somewhere - I typically stay with the coach as she grabs a handheld radio and goes in to speak to whoever is running the "gate" to get us checked in / registered. Once we get to the site - she's my "spotter" (and getting better at that task with each trip!) Although I can back up just fine without one - having an extra set of eyes outside the coach certainly doesn't hurt.
I suspect the OP's question regarding the valet at the indoor storage facility is really about liability and reducing risk from the facility owners' perspective. My guess is that the facility owner doesn't care a bit if I crash my coach - but is very concerned if damage somebody else's coach stored in his facility. Having the valet at least offer to pull a coach around to the gate isn't a crazy in the least.