This sounds like an interesting plan. I'm in the south east U.S, any suggestions on where to apply? What state would be the best? I've got $1k laying around, for a single dude I can make that stretch.
Utah has amazing skiing close to Salt Lake City, check out Backcountry.com: http://www.backcountrycorp.com/corporate/section/2/jobs.html...
Smuggs is fun (prefer Stowe and Okemo, tho) and I love Vermont but the economy there (and anywhere in NE besides Boston) has been in the dumps for years. You'll have to move out of state once the season is over. Plus, all the Northeast resorts are full of grouchy telemarkers and finance dingleberries from Boston and NYC. Mammoth Mountain is filled with olympic snowboarding hopefuls during the week and hot chicks from LA on the weekends. Also consider Big Bear if you want to maximize the social aspect, but it's a much worse hill.
The downside is that it's hard to actually get a job at Mammoth because all the spots are already taken by Australians. Also, the available jobs that are easy to get are usually in food service.
I was burned out of a job 2 years out of college and decided to drop it all and head to Jackson Wyoming. You are locked off from a lot of civilization but you meet some amazing people, have plenty of time to ski/snowboard and code. Needless to say I have been away for 2 years and miss it dearly.
Good luck, burnouts are fun hurdles
http://burlington.craigslist.org/wri/1989157735.html http://www.smuggs.com/pages/universal/jobs/current.php etc...