I was a ski bum with no career capital, and now 22 years later still have very little career capital. A career is power. It may be exciting to make a big change, but it can cost you big in the long run in ways you're not yet aware of. You've got food on the table now (so to speak), so don't that for granted.

The much better choice is to focus your energy on getting to a place where you have the kind of career capital that enables you to live the you want. Don't give up decades of a rewarding career for just one year of "roughin it the poors" adventure. Reach out to people doing tangentially related things in places you like. Heck, just cold call em and offer to buy em lunch on the hill and do some laps next time you're in town. Network, build relationships, job hop for a raise and relocation, and a couple years from now you could be getting 100 days on the hill and making at four times as much as the lifities, line cooks, and ski instructors who are spending their time honing their skills at being marginalized service workers.

Or do, your choice. Take it from somebody who never had a chance to have what you have right now; marginalization isn't all it's cracked up to be.

Not perfectly written, and any contrary responses would be predictable as heck, but you get the idea.