Weirdly my pack (early 2016 90D) has gotten slightly better in the 11 months that I've owned it (when I got the car, 277 was the norm, now it is ... 278)
Practically speaking, the there are 3 kinds of trips you'll take with the car -- trips where you aren't going to use a supercharger, trips where you'll use a supercharger once, and trips where you're visiting more than one supercharger.
Here's an example of being "on the bubble" (a trip that's either a no stop or a 1 stop):
For my car, I can't drive a "reasonable" 220 mile round trip -- from boston to wellfleet, putter around all day, and drive back, unless I fill the car to 100%; if I fill it to 100% I'm projected to get home with 3-5%. A gasser or a newer tesla could (probably) do this trip and finish with a reasonable buffer.
So -- that kinda sucks because now the trip that would otherwise be entirely without thinking about range is now affected by "should I charge to 100% and risk it? Should I try to get my wife to eat at a place near the supercharger station? Should we just eat at the place we'd normally eat and hit a supercharger closer to home on the way back and grab coffee / bathroom break?" But from a practical perspective, it adds about 20 minutes to the trip and not a huge cognitive load.
On longer trips, you're typically bouncing between 10% charge and 60-70% charge, the range where the car charges fastest. And if you get a station that charges slowly, or if your car charges slowly everywhere, it just kinda stinks because the stop becomes a 45+ minute ordeal instead of a 20 minute stretch.
So, from *my* experience, there simply isn't much difference between 280 and 250 miles of range because any trip greater than 200 miles will almost certainly include at least one supercharging stop.
The real question you should ask yourself is how fast does your battery charge?