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Hi - thanks for the suggestions.
The random file name is created in the .well-known/acme-challenge folder, and I can open the file and see the content, but the web server is not allowing access.
After some slow searching and testing, I’ve discovered its actually the extensionless file used.
For some reason I cannot fathom yet, the 2.4 install I’m dealing with is blocked from reading these.
I’ve tried to set FilesMatch to force extensionless as text/plain but it is either being overwritten somewhere else or is being ignored.