So I’ve got everything set up except my email, and it’s just returning this very basic error I can’t figure out how to fix.
  Rendered layouts/email_template.html.erb (Duration: 0.2ms | Allocations: 30)
Delivered mail d8a282d1-d293-4f95-b613-de340fb94bdb@banlist.inobservatus.xyz (465.2ms)
Job exception: SSL_connect returned=1 errno=0 state=error: sslv3 alert handshake failure
 
            
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                pfaffman  
              
                  
                    January 16, 2022,  1:57am
                   
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              It looks like the ssl certificate for your mail server is invalid. Can you fix that?
             
            
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              I have no clue how to do this.
My VPS is routed through my webserver. Do I need to add the SSL on the website or on the VPS? (I’m using DigitalOcean)
Also, for the SMTP username and password - is that just a username and password for one of the emails on my domain?
Unrelated, but the email has the format system@example.com . Do I need to change anything since its not on discourse.example.com ?
             
            
              
            
           
          
            
              
                pfaffman  
              
                  
                    January 16, 2022,  3:39pm
                   
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 Inobservatus:
 
is that just a username and password for one of the emails on my domain? 
 
 
 
Maybe it’s a little hard to guess as there are many ways your mail server might be configured. If sounds like it is accessible via many host name but only one has a valid certificate.
If you run discourse-setup it’ll prompt you for the sending address.
             
            
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              I got the SSL set up. What would the SMTP username and password be for a normal installation?
I’m still getting the SSL error in the first post so I’m unsure if that is related to the mailserver’s certificate or the VPS’s.