Well for my 2 cents worth, stocks do one of 5 things and if you are a seller of options , you make $ on 4 of the possible movements. So your only concern is limiting your loss on the one big move that could go against you. That should be easy enough to do by doing spreads on the more volatile stocks you sell the options on.
Also, I did read a book on a system of selling puts that seemed very logical for someone with as much $ / margin as you have. The author sold puts on say 10 stocks on the S&P and then after seeing what % of the S&P each of those stocks represented, he bought enough puts on the S&P to offset potential loss from a big downturn in the stocks he picked. Since the ratio was not 1:1, he made $ on it. I didn't pay alot of attention to the system as I do not have that type of margin, but it seemed like a good system that you could mathematically figure out to give yourself an edge.
Also, I did read a book on a system of selling puts that seemed very logical for someone with as much $ / margin as you have. The author sold puts on say 10 stocks on the S&P and then after seeing what % of the S&P each of those stocks represented, he bought enough puts on the S&P to offset potential loss from a big downturn in the stocks he picked. Since the ratio was not 1:1, he made $ on it. I didn't pay alot of attention to the system as I do not have that type of margin, but it seemed like a good system that you could mathematically figure out to give yourself an edge.