Continuing my personal saga...
I believed that my troubles were over after replacing my sensors (see posts
#167 &
#184 above) and set off on a 1600 mile drive to spend the Christmas holiday with the kids. On the second day and 600th mile of the trip, the TPMS warning messages started back up and continued through the rest of the drive and the holidays.
I put in a service request for a remote TPMS reset, citing the information provided by
@thefortunes (thanks) and received a service appointment at the Toledo Service Center for January 8. When Toledo service texted me to confirm that I'd done a winter tire replacement, I once again replied that I was really only interested in the remote fix. I didn't get a response back on that score, but did receive an estimate for the "repair" on the Tesla app (details below). I didn't do anything else with the car except stare at the warnings (e.g., didn't perform a wheel type change, etc). Update: I forgot that I did receive an update to 2019.40.2.3 on the trip -- but I still saw TPMS error messages after the update was installed.
We started the return trip on New Years Day... and didn't see the TPMS error message for the entire trip (or since). I never saw another "TPMS sensor reset complete" popup, so I don't think that they performed the remote reset. I cancelled the Service Center appointment (that was never going to happen, in any case), and am just going to wait and see what happens... If the weather cooperates, I may try testing the sensor system by reducing the pressure of one of the tires and drive around for a bit to see whether I get a low pressure alert.
The estimate that I received has the note "Found sensors to not be responding in logs. TPMS system on vehicle no longer supported. Provided quote to customer for retrofit to current TPMS system." I boggled a bit about the "no longer supported" comment, but I'm not a "let's make it a federal case" type. In any event, the estimate for the retrofit was $771.93 -- $300 of that was for 4 new sensors, another $131 was for the replacement receiver & miscellaneous parts, and $288.75 labor.