First post for me! Been lurking for a while, but this thread caught my eye and I feel I have something relevant to say.
In my case, if the price were the same, I would choose a new Model E (or whatever it will be called, now that we know it won't be the M E) over a 5 year old Model S. I have a few reasons for this.
First, I prefer my cars to be on the smaller side (though not tiny - no cube or smart cars for me). My current car is a '02 Saturn SL2, and it is, as far as I'm concerned, the perfect size. I'm no stranger to bigger cars; my wife's is a '92 Mercury Grand Marquis, which is actually a bit bigger than the MS, and I first learned to drive in my Dad's '74 Chevy Nova, which is about the same size as the MS. Early indications seem to be that the ME will be about the same size as my Saturn. As long as it passes what I call the "cello test" (I'm a professional cellist) where I can easily fit my cello in the back seat, it's good (my Saturn is right at the minimum size for passing that test).
Second, the ME will have the advantage of several additional years of R&D. Newer technology means it will be better in many ways (though I'm fully aware that the MS, as a luxury car, will still be superior in others. Even my wife's 22-year-old Grand Marquis has a lot going for it as a luxury car).
I'm one of those people whose finances are such that I cannot even come close to affording a MS. If I could, I'd probably already own one. But between the MS and the ME (pending, of course, full details on exactly what the ME will be), the ME will probably be a better fit for me. And, if my current cars don't make this abundantly clear, when I purchase a car, I'm in it for the long haul. I intend to some day purchase a Tesla, and when I do, I intend to run it for 20+ years.