Congrats on taking the plunge! You sound very similiar to me as far as what experience you are bringing into CNC and what kind of study you are. I can say its probably the single best purchase of my life(sad I know)... but its allowed me to design and create parts that have been in my head for years. Its been extremely gratifying.
It took me a few years to get pretty proficient at it working on it every other weekend or so. There is LOTS to know on several levels. If you can afford the cost, I would say the Fundamentals class would be money well spent. Ive heard nothing but good things about the classes, and the folks at Tormach are top notch and real pros.
Do I think you could get started out without it? Yes. Just depends on how much pain and frustraition you want to circumvent in the process
One thing I would invest in, is G-Wizard speeds and feeds calculator. I think I probably rubbed 100 endmills to death before I caught a clue because I wasnt taking enough of a chip per tooth. The software is very good for preventing this and keeping you, and your endmills in good shape
David