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someone should make a place that lets you pay X a month like a country club, and you just go get a car. When you're sick of it, go get another one from the lot and yours goes in for a round of maintenance and goes back on the lot for the next person to try out for a while.
serious bankroll needed.
serious insurance needed.
For what it's worth you are very special. Chances are if a business model does not fit your needs and likes, it will work.
Lets say this business idea uses newer cars in the $18-30k range so monthly club cost could be affordable for the average person. Insurance is one thing but how do you get paid? Up front with a contract? Month to month with a super high repo rate?
Now you're talking about opening up another Zip car business. That's been done, and it's not as impressive as the magazines said it was.
zipcars work great in seattle too.
zip car is everywhere in boston.