I live in Bethesda (DC metro area), but will be going to Cincinnati (not terribly longer, but 400+ odd miles).

First time driving a trailer -- if that a deal-breaker for safety reasons, I certainly 100% write that option off (and not trying to be cocky about that anyway).

Potential for some back-and-forth's, no set plans on any of that, but frankly will probably just book flights if fares continue current trend for next few months. Car would be on a permanent one-way trip, where if I took it, it would be to leave with my parents permanently and eventually dispose of back there.