Lots of these guys are right though... great first step when asking for advice is don't be a dick. You've got a legit question, ask it. No need to pre-make fun of people... there's tonnes of super helpful dudes on here who want to hook you up with the best advice possible. Sure there's trolls... but honestly man that's life. How many times you ask a basic question in your regular life and some asshole wants to put you down for asking it?
Save as much money as you possibly can. Best ski bumming is to make enough in the summer that you just live cheap as fuck in the winter and ski your brains out the whole time. See tree planting, etc.
Read 'Confessions of a ski bum' for some inspiration - http://www.newschoolers.com/readnews/43823.0/Confessions-of-a-Ski-Bum--Part-1
As for jobs, if you can't accomplish #1 then that is your best bet. Try to get something that gives you a pass and won't have you working all the times you want to be skiing. Liftie can suck because you're loading ass on a pow day. Bartender is sweet because you work all night / ski all day. Mountain jobs get you passes, non-mountain jobs you gotta buy 'em.
I think the biggest thing around being a ski bum is to just fucking go for it. No part of it is the 'right' decision, so why bother worrying about it too much?
As Tanner said... SEND IT SON!
"Wu-Tang is for the Children."
"Thats the thing about skiing, when it looks good, it looks good, when it looks bad, it looks like a model airplane hitting a ceiling fan."
Check out what I ride these days here - http://bit.ly/19DCx96