RVing is not for the faint of heart or the short of money. Unless you absolutely have to travel to support your work, I wouldn't recommend it. You maybe could survive better if you could leave the northern mid-West for less hostile climes.
The west coast (particularly Washington and Oregon) have fairly liveable winters (provided 3 months of "800 broken, 1500 overcast, rain and fog" wouldn't give you a problem - it can get dreary). Daytime highs in winter rarely stay below freezing, more often in the high 30's to low 40's, Lowland places west of the Cascades don't get too much snow - we haven't seen any in Anacortes for 3 years. Summers are beautiful - clear blue skies and highs in places close to salt-water rarely above 75 degrees with humidity around 20%.
We're originally from the UK and have lived in western WA since mid 1968, except for a couple of very uncomfortable years in Tidewater Virginia, and have retired here. Oregon is slightly warmer than Washington, but you'd be hard pressed to notice.