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I think, this is no bug but a feature ;-).
But at least, IMHO it would be worth a note in the documentation. (Chapter 4.4 in 'Getting started ...')
I wasted some time in debugging my Windows 11 - USB driver Stack and tried to understand your documented issues with the 'USB Enumeration workaround' .....
In the end, I found that using the HTerm terminal program is my issue! This terminal software does not set DTR signal on connect per default! Also my own code using NET Serial Port needed the line:
Port.DtrEnable = true;
to be added in order to work. Using putty iso HTerm worked out of the box.
( But once you know the problem, there is a button fot DTR in HTerm π ... )