I have some cash set aside from over the years. I am planning on just going and getting a job and skiing whenever possible and having a good time. Whistler is a great town to be in even you arent skiing every day of the week. There are tons of fun things to do for free. The skate park there is awesome if you are a skater, also great dirt BMX trails and world full of single tracks. The town is cool as hel. The lakes are pretty cool too. I am planning on skiing some but I would be satisfied if I only got 15-20 days in.
I forgot to mention though that getting a job will be hard as hell being from the states. If you wanna work there like I do you gotta start looking early. I am sure someone would know the details better than me.
You can stay out in Whistler for probably 1 1/2 - 2 months for 2grand if you conserve your money and get lots of people in on shit with you. Buy a pass, share a condo, and you still have 1100 (canadian) left. Go to the town next to Whistler for food and you are set.
yeah, the place was awesome, you should check it out for this summer cause we got somewhere else to stay...2210 Brandywine way...so sweet. Never wanted to leave, we had our own deck and everything too