I think the real value in what you are proposing is in the pathway to a job. In fact, I would like to possibly take you up on this offer. I've done some Ruby, Python, and server admin stuff, but not enough to make me "employable" by my standards.
I'm currently in grad school, and I would be taking a semester off (which I am fine with) if I took your offer. When more details become available please contact me. My information is in my profile.