I'm a ski bum I suppose. Slept on the floor behind a couch in our upstairs hall for two months last winter, now I have a room though. Skied 5+ days a week usually working 40-50 hours, but this summer I averaged 30 hours. I also took two separate week-long trips to oregon in the spring, put a new timing belt in my car, and got new boots and jacket and went to Colombia for 2 weeks this fall, plus a few trips to SF/SC and obvious living expenses.
If you have a job in mind that you really want to do and/or you feel the need to make a lot of money, which won't come at first for most jobs, then go for the 'weekend warrior' route.
But as a 'ski bum,' working in the service industry is great! I rarely have to grocery shop cause I get meals at work, and a lot of times I'll get free drinks/food from other people in food service. I golfed free all summer and worked in a beautiful place and didn't have to be up early every day. This winter I work at two resorts, mostly nights, and my passes work at 10 other resorts throughout CA, UT, CO, not to mention all the discounted tickets at whatever other resorts. Plus discounted food and retail. But the best part is the flexibility; I usually make enough $ to do fun trips etc in the spring/fall dead season when there isn't much work and it's usually not difficult to get time off to do fun things that a 'real job' may not deem reasonable for time off.
I have a degree and want to go to grad school and make a solid career out of it eventually, but there's plenty of time for that. Choose your passion; it's not always easy, but as said above you're only poor if you're doing it wrong.