I didn't know the hose was easier to wind in with the pump off, just turning the pump off is the first thing I do when I get back to the van, just a habit I've gotten into, probably from being paranoid about the pump draining my van battery. I'm far too OCD on checking the voltage readout but dead battery = no work. If it gets down to 12.3v I start sweating and have to fight the urge to run the engine for a few minutes, or while I'm cleaning the front of a house.
Because I have to connect the reel to the van port, it's a simple matter of opening the sld and turning on the pump, therefore it's one of the first things I do at the start of a house. If it's easier to wind out with the pump off, then I don't know about it, having never done it! I try to minimise the amount of walking to and from van, but I'm pretty sure I'm slow (lazy?) at everything! Very, very occasionally I forget and then wonder why the water stops halfway through first window!