Right now, the ONLY thing that is preventing me from getting a Tesla is that I have to travel longer than 500 miles a few times a year, and renting a car for a week, three times a year is too expensive an option
OK, so the serious answer is that in a decade, when someone wants to get rid of their Tesla and get the latest model, you will look at it, and decide that since you still have to occasionally rent a car a couple times a year, that you will have to spend more than $1000 per year on it and so therefore you are not interested.
I understand wanting to save money on the car, but that still doesn't bring a $90k vehicle down into the $1k per year range. On the other hand, for the last several years, I have deducted over $10k per year in vehicle expenses, while driving vehicles that cost me less than $6k (and last for several years). My point is that the gas savings should be a much bigger piece of the pie than the measly $1k per year of a rental. When I spend way more in gas, than I do for the vehicle, anything to reduce that becomes a possibility.
Once the Teslas enter the used market, I'm going to be seriously looking at them, but by then, I'll also be VERY concerned with how much life the battery packs have left.