I'm honestly surprised this isn't being given any sort of priority.
gnupg for windows is simply broken. Even Kleopatra, its supplied and designated key management application doesn't work re: keyserver communication.
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Apr 9 2020
Apr 9 2020
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I'm using enigmail 1.9.9 because I'm on a mail client that doesn't use WebExtensions, so it's using gnupg for keyserver stuff. In this case that means I've been able to verify it's a gnupg issue (both Kleopatra and enigmail displaying the same issue as CLI).
Just registered to report pretty much the same.
I've been using gpg 2 for a long while and it's been doing just fine, up to the point where people started using keys it didn't recognise that require a later version.