Strap in for this one, kids. I am 28 years old, and am almost 2 years removed from ski bum life. I went to college in Boston and got my degree BEFORE I lived my ski bum dream. After graduation, I immediately moved to Sugarloaf for the summer, and ultimately the next 5 years... I may have never left if it wasn't for COVID shutting everything down. My experience was unique being at the same east coast resort I had grown up skiing at and had also worked for as an instructor part time since high school.
Overall, it was an amazing experience I wouldn't trade for anything. Made some of my best friends and had some of the coolest experiences. I didn't approach it the right way though. I had dreams of making a life out of it, which proved to be foolish. You'll find a lot of the people who have made a life out of it either didn't have any other (better) options for one reason or another, and some of people in these towns have some real issues: alcoholism (not the funny college kind), drug problems (again not the funny college kind), and injuries that have kept them off the hill since they were 35-40. When I thought it was what I wanted, I was always making noise trying to "work my way up" to a "real job" at the resort which amounted to me beating my head off a wall for 5 years. Don't bother. Approach it like a temporary thing and you're there to have fun and fuck off. And get out of there after a couple years at most.
The ski bum life will give you some of the highest highs you can/will ever experience: Mid week pow days, perfectly manicured parks with nobody in them, no lines, and good times with homies. It will also hit you with some of the lowest lows: being too broke to afford basic necessities in the shoulder seasons, injuries, and all the BS that comes with working a low level job at a resort (way too much to get into here). "Don't crap where you eat" is impossible when working at a ski resort.
I now sit at a desk all day for work. Its tough to take after getting paid minimum wage to have fun for so long (even though I'm making almost 3x what I made at the resort). I often wonder if my time there ruined my ability to work in a setting like the one I currently find myself in (seems like lawyer-ing could have a similar effect). I had some buddies who started ski bumming with me but left after a year and they are now way "further ahead" in their lives than I am and better adjusted to working in an office.
If I could do it again, I would try to do it before I graduated. You have less on your plate at that point, even though its a tougher sell to the parents. Then graduate and work some remote job with some flexibility that lets you live kinda near a resort and ski all the time anyways.