Baker is awesome if you're a jay skier you must like pow and baker has the pow. The north west is way more excepting of the bum life, i hear utah is a little more strict with that shit and its more expensive too. Colorado isnt the best either unless you just shred abay, nothing wrong with that and they're good about parking lot camping. Vail resorts makes it easy to be a "ski bum" if you want a job
The last thing you are going to do is starve to death youll find a way to eat if it gets that bad, but summit county will do $5 dollar meal nights and they'll let you take home loafs of bread and left overs, other places probably do this too. Eat healthy, canned vegetables, beans, pasta and peanut butter.
Honestly the best way to do it, if you have all these question, just get a job at the mountain liftie, instructor or kitchen will get you free food. A lot of people do this and its a good time. They offer employee housing, gives you a shower and some comforts of home like electricity, a stove and bathroom. you'll get a pass this way too. This gives you time to meet people, get the lay of the land and the mountain. Good alternative instead of just jumping into homeless life, but don't get me wrong people pull that off too, it all depends on how you want to live.
Then after a month if the snows right you could say fuck it, stop showing up to work and shred everyday, bong bong!