Upload code unreliable, fails after 4-5 successes, restart required

[ptillisch]

@cjames53

I sometimes have two sketches open, and the Serial Monitor will be in both.

I see now that @cjames53 created a dedicated topic for discussion of this bug. I think that is a good idea since it is distinct from the original subject here of the upload failures. Thanks!

We will use that topic for all further discussion of the bug of Serial Monitor displaying the wrong output:

Bug: Serial Monitor open in two windows, output goes to wrong window

If two or more sketches are open, each with a Serial Monitor, the board's output randomly goes to one, the other, or both Serial Monitors. It should go to either all Serial Monitors (they should just be displays of one underlying document), or only to the most-recently-uploaded sketch. (This would be solved if the Serial Monitor were a separate window, as discussed extensively elsewhere.) arduino-ide_nightly-20221019_macOS_64bit MacOS Monterey 12.5.1 PJRC "Teensy 4.1"