I, too, find the Prodigy connector not-so-quick to disconnect, and have taken to leaving it plugged in whenever it is mounted. I am not aware of any reason (other than that parasitic power draw) not to leave it plugged in.
I leave the controller setup and plugged in during towing trips, and remove it between trips, but not at each stop. It is relevant to this that my controller is on a mounting bracket on my slideout cupholder/coin tray; it removes completely, and I would rather not have it there when not towing, but it takes a minute to set in place. I don't have a problem misplacing it, because when it's not in use I leave it in the console storage box.
I find the included pouch an amusing touch, but absolutely useless, because to use it I would need to remove the screws which hold the bracket to the controller. If I were using the "pocket" mount, I think the pouch would be useful.
My controller "goes to sleep" when not connected to a trailer for some period of time, matching the behaviour described in the Prodigy manual.
1979 Boler B1700RGH, pulled by 2004 Toyota Sienna LE 2WD
Information is good. Lack of information is not so good, but misinformation is much worse. Check facts, and apply common sense liberally.
STATUS: No longer active in forum.