SSL Certificate Verify Failed (_ssl.c:600) using Windows Server 2019

[Dieter Maurer]

separated wrote at 2020-5-1 02:51 +0000:
> ...
>but I still dont know why when I running a command 'youtube-dl -U' then got a message 'ERROR: can't find the current version. Please try again later' maybe it needs a sudo password.

This looks like a log message (the "ERROR" likely comes from this).
I would search the source code (recursively) for "find the current version"
to locate the piece of code responsible for the message and
then look around to find out why it is generated.