Ssl issue with certboot program for windows server 2019

Which program? Certify has an excellent support forum of their own. And, their main developer regularly appears here.

I personally am not helping with Certbot installs on Windows anymore since EFF is not supporting it. Maybe someone else here will help if you have questions about that.

Even if you asked last year I still would have suggested Certify instead of Certbot if you have IIS. Certbot was always difficult to use with IIS

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