Is the roughly 300 mile range that shows up now on a full charge relatively accurate? Again, my intent isn't to nitpick over range, it's to better understand how to minimize the need to make an extra charging stop on longer trips.
If you have to stop you have to stop. The trip planner will take care of all of that for you; just give it some extra margin. It's just fine to just use the trip planner and %; there won't be any surprises. But a trip you could barely make when the car was new, you might not be able to make after a couple years, is my guess. But the trip planner will tell you that immediately.
If you want to assess whether your range is "permanently" impaired (and I realize for you and others this is likely not possible), using a metered Wall Connector, do a significant charge at 240V/32A (really important to get that power close to right) - say from 5% to 90% - except change to rated miles and track those for better resolution, with no accessory use (turn off HVAC first), and compare to the AC charging event data in my spreadsheet.
That charging event
includes recharging the buffer. So you have to make some estimations, but we can make some estimations:
We know that a full charge including the buffer, when vehicle is new, AC wall energy, is ~89kWh+/-1kWh.
Reduce that by 4.5% (buffer). So you should see ~85kWh from the wall for a 0-100% charge at 7.7kW.
If you do a 5-90% charge, I would expect to see 72.3kWh from the wall. (0.85*85kWh).
But if you really are at 300rated miles rather than 310 rated miles (that's only for 2018/2019 vehicles - use 322 for 2020), I would expect you would see:
72.3kWh * 300/323 = 67.2kWh (5-90% @ 300rmi max) I used 3
23rmi because that's what the 2018 test vehicle actually started with, not 310...complicated...
So, there are a lot of sources of error here, but a 5kWh difference in the amount of energy you have to put into the vehicle should be quite measurable and will be apparent even with those error sources. If you only have a couple miles of loss of capacity this method will not be helpful.
If someone has a meter this would be really easy to verify, TBH. I've never actually done a careful measurement myself over a
very large charge event. All I know is that the efficiencies line up with the values in the Tesla's EPA documents. If you have significant capacity loss it will be really evident. We
know the charging efficiency is 88.5% or so at 7.7kW, when charging to 100% (you can see for the SR it is slightly better due to the lack of taper - 89.3% - so use that value if you want if not charging to 100%).