As someone else pointed out, 221 in range mode would be horrible. I'd expect a car with that age and mileage to have a CAC of 180-190, which would be much more like a standard charge of ~210. The Tesla guy probably just had no idea what he was doing and gave you the standard charge level. Range mode on a 3.0 Roadster winds up with about 100 miles more than standard mode. A 3.0 standard mode charge is about 80% SOC, and when in standard mode it hides the bottom 10% of the battery, so you get roughly 70% of the full capacity reported.
The pack will degrade. They pretty much all do (the only one that hasn't just hasn't been driven at all so the CAC algorithm hasn't been running to update it). If you drive it a lot, it will degrade a little faster (like mine has), but mostly it's just a factor of time. The cells they chose just aren't that great in terms of longevity. If you get a 3.0, just expect it.
That said, the rate of degradation does seem to be lower as the pack gets older. My pack lost about 15 Ah in the first 10K miles and about 25 in the next 45K (with about the same usage pattern).
Bill. Thanks for the great input. Here is the info dealer sent over. See enclosed pictures. I made an offer of 67K he baulked, so I haven't flown out there. Car is off warranty this July, if it had a year remaining I'd offer him the asking price. Let it sit some more maybe he'll change his mind.