I seriously, doubt there is anything out there like this, accept if you find a personal trainer. Yet the best thing would be to volunteer, to do support, etc and get the hang of it. For me I learn better by getting my hands dirty (trial & error) instead of some teacher blabing on & on.
Just a suggestion, I'm pretty sure you'll find an host willing to setup this arrangement with you here on web hosting talk.
I have some experience with technical support. I'd be happy to tell you alot about it. You know.. what information to memorize, what you should have experience with.. etc. Please PM, E-mail ([email protected]) or Instant Message me (AOL) at Creeeamsoda.