I'm at a point in my life where I have the opportunity and time and security to quit my job spend a season skiing / snowboarding. I'm looking for advice and planning on how to execute this.
I've been looking at job postings that have started popping up for the winter resort jobs, but every time I see them then look at my resume, I worry that I will quickly be ignored and passed over. I'm a programmer in my late 20s who's been going to mountains since 2007, but maybe not really enough to be instructor material.
Are there any good resources on finding seasonal jobs and housing? Ideally even something part time just to get some local socializing, or is it possible to just freelance IT in a ski town area?
When do people start looking for housing? Would it be hard to just rent a place remotely then find some people on craigslist to help fill it? (or alternatively find a place looking for a roommate on craigslist?)
I'd love to hear other people's stories and experiences.
I'm currently looking in CO, MT, WY.