none of the service techs i used to work with went through that shit. the only specialized training they got was when one went to racetech school for susp, which the service manager teaches. i was on my way to being in the service department when i left for school, 3 months later and id be in. so, in this case, id say skip schooling. going to school for racecar motors is one thing, but to change oil on a sportsman 500 it isnt necessary.
go start applying at local dealers to do setup/assembly type work. its nothing fancy but you make around $10/hr (around here anyways). plus its a great way to build your tool set, whic youll end up with over 10k in really easy. so the more you can stagger that cost, the better. craftsman is ok for the handy man, but youre gonna want something a lil better if youre using it to put bread on the table.
good luck.