I think you are going about this backwards. Pick out a pin that you will enjoy. Pinball is about fun. You can learn about maintenance as you play it, mod it and repair it. Then keep your eyes open and just see what you are attracted to for your second pin. You don't need a master plan to have fun.
You don't list your location, but if there is a pinball show near you that's a great way to try a lot of pins in a day or two. Welcome to the hobby!