Mike,
I'm in the Bay Area also and have an interest in AC, doing all my own AC work. It's hardly rocket science so don't be intimidated by it. I've put AC on 3 vehicles that did not come from the factory that way and it's pretty basic.
On the 1936 Chevy Owners forum there is a guy named Gordon Marks. His company, Marks Air in Florida, has been doing auto AC for over 40 years. Because of his interest in his own antique Chevy and his AC expertise he would probably be able to tell you how to get the most bang for the buck on the project you are contemplating.
To install auto AC, in addition to the actual hardware, you need refrigerant (R134 or R12), a gauge manifold and a vacuum pump. I have the gauges and vacuum pump if you're interested what simple devices they are. They cost much less than hiring someone to evacuate the system to dry it and dispense in the refrigerant. R134 is a parts store item.