My likelihood of moving from SoCal is zero. My family is in east Texas where it would be so easy to do this. But I moved to San Diego about 27 years ago and I have a Wife , daughter and Grandkids that aren't going anywhere.
But < I'm an odd lot when it comes to stuff like this. You mentioned trailering a boat , I have a 21 foot boat I use to go surfing with. I could just drive down to the beach in my car, but a lot of days I take the boat . It does turn a 3 hour surf day into a 5-6 hour surf/boat day but jumping from the swim platform and paddling in towards shore to get waves is a great way to catch your surf buzz . Totally different experience. I also like hanging out with the smaller crowds that our boat only surf spots produce.
I'm also a Backcountry Snowboarder....................I live in San Diego aka Mexico . Not much snow around here but I get my fix with a 7 hour drive to the north a couple or three times a month during winter. That was another group of hardcore folks I worked my way into. Didn't know anything about it when I started twelve seasons ago but now I have a group of friends who regularly ride in " No Fall" terrain all over the western U.S,
And flying will be like that for me too. Not in the right place, don't know crap about buying or owning a plane......don't have the skill set needed to do this kind of flying ect
But, I will buy a plane, land on dirt , develop skills needed
yeah, I don't know why I do the things I do ................... But that's what keeps me going
