You appear to be pretty cost conscious. If that's the case, I wouldn't recommend buying any Model S given your driving patterns. At 90 miles a day, say over 250 days per year, would be 22500 miles a year even without counting weekend driving. Basically let's just be conservative and say you drive 25k miles per year. Model S depreciates very quickly with miles. Honestly assuming you spend 60k on a CPO today, after 4 to 5 years, the car will be almost worthless... like maybe a bit more than the sales tax you pay to buy it today.
So on ownership cost, you are down 60k without even counting maintenance and electricity cost. It's REALLY expensive.
Given how many miles you drive, I would recommend a very gas efficient Toyota or Chevy volt (both say 2 years old or so). Those cars, after another 100-150k miles (particularly the Toyota) will probably sell a similar amount as the Model S after these same miles.
Thinking about this comment a bit more today, I'd probably describe myself as value conscious (though I obviously care about cost as well). For whatever money I decide to spend, I just want to make sure that it's worth it in terms of equipment, utility, etc...
Not many cars out there besides Tesla that can give you AP so the 2014 (late model) or 2015 would fit the bill.
Sounds like it. I'll keep poking around for now and just keep my options open.