Mike,
When I lived in the midwest and their cold winters I also prepared my never winter driven car for the colder weather but I never drained the gas. I used a product called stabil that keeps the gas fresh and prevents varnishing. I never had a problem in the spring when starting it up for the first time, little gas in the carb and off she went. I also would discontect the ground on the battery and three or four times in the winter I would put a charge on it. I found that batteries on a collector or special interest car only lasted a few years, guess because they weren't going thru that charge/recharge cycle enough. I think the plates built up some crud and shorted out the plates. My opinion only but couldn't figure out anything else. I kept the battery retailers happy in Illinois. My first winter with my Studebaker I put it up on stands, helped when I greased the 37 grease fittings on it but other than that one time, never did it again. I am going down this afternoon and fill up the Speedster with 89 Octane, seems happy with that stuff. This winter I will drive it on nice days because it never gets real cold here. Another thought I did and still do is wash the car good and then cover it up with a car cover. It is so nice in the spring when you pull the cover off and the car is standing tall!
Bruce