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Sorry, I have not tried self signed.

It is not Internet facing, but like to have encryption enabled where I can and with non-self signed certificates.

Ya - It is annoying, maybe someone will see this thread and have another idea. Thank you for troubleshooting with me.

I have tried the versiosn of python-cheroot with no luck. The webserver works fine, it just throws up that error on startup.

8.3.0+ds-1
8.6.0+ds1-3ubuntu1
9.0.0+ds1-2

Thanks for the suggestion. Below is the debug:

pastebin . com / 3UevEmuW

Ubuntu 22.04 SABnzbd 4.0.0 I recently installed LetsEncrypt certificates. I setup the configuration under General and I am able to connect HTTPS without certificate errors. However, on the console and logs I get the following error. I am cutting out information as I am new user the forum is thinking...