I have this one for the same reason, nice for a bigger group of people. As long as you put in some anchors on the windy side first, then pop it open, its fine. Not much different than any other hub in that regard. I set it up and put it away myself. Negative like any hub, you can't move it super quick like you would a flip over shack.
I haul it out in a sled behind my snowmobile. Would not want to carry it out too far as it has some weight due to the size, but would drag in a large sled. Its pretty long folded up so take that into account for your sled sizes if you use one.
I had a couple Eskimo hubs and I think this Otter is nicer. Seems to be better thought out and built well. Goes back into the bag very easily. This is my favorite hub I've had. Even debated doing some overnight trips with it but haven't actually done so yet.
Looks like they changed the door from the one I have, the new model looks better.