Coleman Bayside to Roo 23SS transition was dirt simple as yours will be.
Same benefits and hassles of sleeping in tents. You know the drill: dry the tentage at home if you have to close down in the rain.
We always winter stored at one of the NE Ohio fairgrounds. Wayne, Medina, or Cuyahoga. Well worth the expense and limitation on winter damage.
2006 Roo 23SS behind a 2017 Ford Expedition