Well. Firstly, if your ski season relies on working at the mountain, then I guess you have no choice (i.e. the free pass, or money to go toward equipment).
If you're talking about ski instructing... well, I guess the first thing to say is you need patience and self-control. you have to be able to get messages across to the kids, and be encouraging, even if they suck. You gotta be responsible. If have the patience, the rewards can be immense (probably not in the form of money, though). You get a sense of accomplishment. E.g. teaching a 40 year old woman for an hour who never thought she could ski, and then you see her coming up every week and pizza-ing down the green runs. You feel happy from them feeling happy (do I make sense?)
Or you could be a lifty... I don't know how that pays off though.
Skiing jobs are never really high paying... like, going from CSIA 1 to CSIA 2, you only get paid like a couple dollars more an hour, but you have to pay like $400 for the exam, and failing it means going back to square one.
Balance it out. Personally, I'd rather not work at the mountain. It takes away that special feeling...