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  3. Outbound SMTP not working on my External Relay

Outbound SMTP not working on my External Relay

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  • S subtlecourage

    @girish I have DM'ed you the logs

    girishG Offline
    girishG Offline
    girish
    Staff
    wrote on last edited by
    #8

    @subtlecourage thanks! I should have been clearer but I wanted the raw logs. There is a button in the top right that says Logs. Can you give me those logs ? They contain info on why the server is unable to connect to MX.

    0b38e023-368d-4e8b-862b-88b8764c8c5c-image.png

    S 1 Reply Last reply
    0
    • girishG girish

      @subtlecourage thanks! I should have been clearer but I wanted the raw logs. There is a button in the top right that says Logs. Can you give me those logs ? They contain info on why the server is unable to connect to MX.

      0b38e023-368d-4e8b-862b-88b8764c8c5c-image.png

      S Offline
      S Offline
      subtlecourage
      wrote on last edited by
      #9

      @girish Sent it your way!

      S 1 Reply Last reply
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      • S subtlecourage

        @girish Sent it your way!

        S Offline
        S Offline
        subtlecourage
        wrote on last edited by
        #10

        @subtlecourage Let me know what you think of those logs

        girishG 2 Replies Last reply
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        • S subtlecourage

          @subtlecourage Let me know what you think of those logs

          girishG Offline
          girishG Offline
          girish
          Staff
          wrote on last edited by
          #11

          @subtlecourage I didn't find the time today, but will take a look tomorrow.

          1 Reply Last reply
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          • S subtlecourage

            @subtlecourage Let me know what you think of those logs

            girishG Offline
            girishG Offline
            girish
            Staff
            wrote on last edited by
            #12

            @subtlecourage So, the connections are failing with "socket timeout waiting on connect" . Can you SSH into your server and check if "telnet smtp.xxx.com 465" works? If it doesn't , then it could either be the VPS provider is blocking it OR that the smtp provider is blocking it. I tried to connect from my server(s) and it connects fine. So, it's probably a VPS thing. Are you on linode by any chance? I recently learnt they block outbound port 465 and 587 by default on new accounts.

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            • S Offline
              S Offline
              subtlecourage
              wrote on last edited by
              #13

              @girish No, I am using hetzner

              I am getting a -bash: telnet: command not found

              Ok, just kidding.

              I installed it.

              I got this

              :~$ telnet smtp.fastmail.com 465
              Trying 66.111.4.140...
              Connected to smtp.fastmail.com.
              Escape character is '^]'.
              Connection closed by foreign host.

              girishG 1 Reply Last reply
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              • S subtlecourage

                @girish No, I am using hetzner

                I am getting a -bash: telnet: command not found

                Ok, just kidding.

                I installed it.

                I got this

                :~$ telnet smtp.fastmail.com 465
                Trying 66.111.4.140...
                Connected to smtp.fastmail.com.
                Escape character is '^]'.
                Connection closed by foreign host.

                girishG Offline
                girishG Offline
                girish
                Staff
                wrote on last edited by
                #14

                @subtlecourage Ah ok, so the smtp connection works well enough. Strange then, did you figure this one out already?

                S 1 Reply Last reply
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                • girishG girish

                  @subtlecourage Ah ok, so the smtp connection works well enough. Strange then, did you figure this one out already?

                  S Offline
                  S Offline
                  subtlecourage
                  wrote on last edited by
                  #15

                  @girish said in Outbound SMTP not working on my External Relay:

                  @subtlecourage Ah ok, so the smtp connection works well enough. Strange then, did you figure this one out already?

                  Sadly, no.
                  I keep getting these messages
                  [outbound] Ongoing connection failed to 66.111.4.140:465 : socket timeout waiting on connect

                  That is to fastmails servers

                  Is there any DNS setting that could cause that?

                  S 1 Reply Last reply
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                  • S subtlecourage

                    @girish said in Outbound SMTP not working on my External Relay:

                    @subtlecourage Ah ok, so the smtp connection works well enough. Strange then, did you figure this one out already?

                    Sadly, no.
                    I keep getting these messages
                    [outbound] Ongoing connection failed to 66.111.4.140:465 : socket timeout waiting on connect

                    That is to fastmails servers

                    Is there any DNS setting that could cause that?

                    S Offline
                    S Offline
                    subtlecourage
                    wrote on last edited by
                    #16

                    @subtlecourage

                    I cant get any welcome emails to send, nor password reset emails. This is neutering my install.

                    girishG 2 Replies Last reply
                    0
                    • S subtlecourage

                      @subtlecourage

                      I cant get any welcome emails to send, nor password reset emails. This is neutering my install.

                      girishG Offline
                      girishG Offline
                      girish
                      Staff
                      wrote on last edited by
                      #17

                      @subtlecourage Not sure what is going on here. Are you able to contact us on support@cloudron.io, so we can debug on the server?

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                      • S subtlecourage

                        @subtlecourage

                        I cant get any welcome emails to send, nor password reset emails. This is neutering my install.

                        girishG Offline
                        girishG Offline
                        girish
                        Staff
                        wrote on last edited by
                        #18

                        @subtlecourage my bad, I should have noticed. The issue here is that Cloudron's relay system only supports STARTTLS. This means that you have to use port 587 in your relay. Port 465 is pure "TLS" (as opposed to port 587 which is opportunistic TLS). Can you try with port 587? If that doesn't work, let me debug further.

                        S 1 Reply Last reply
                        1
                        • girishG girish

                          @subtlecourage my bad, I should have noticed. The issue here is that Cloudron's relay system only supports STARTTLS. This means that you have to use port 587 in your relay. Port 465 is pure "TLS" (as opposed to port 587 which is opportunistic TLS). Can you try with port 587? If that doesn't work, let me debug further.

                          S Offline
                          S Offline
                          subtlecourage
                          wrote on last edited by
                          #19

                          @girish said in Outbound SMTP not working on my External Relay:

                          @subtlecourage my bad, I should have noticed. The issue here is that Cloudron's relay system only supports STARTTLS. This means that you have to use port 587 in your relay. Port 465 is pure "TLS" (as opposed to port 587 which is opportunistic TLS). Can you try with port 587? If that doesn't work, let me debug further.

                          Hah, that solved it.

                          Thank you.

                          S 1 Reply Last reply
                          1
                          • S subtlecourage

                            @girish said in Outbound SMTP not working on my External Relay:

                            @subtlecourage my bad, I should have noticed. The issue here is that Cloudron's relay system only supports STARTTLS. This means that you have to use port 587 in your relay. Port 465 is pure "TLS" (as opposed to port 587 which is opportunistic TLS). Can you try with port 587? If that doesn't work, let me debug further.

                            Hah, that solved it.

                            Thank you.

                            S Offline
                            S Offline
                            subtlecourage
                            wrote on last edited by subtlecourage
                            #20

                            @girish

                            It is doing something weird though.

                            It says it should be coming from noreplay@domain.com, but instead it is coming from imanalias@domain.com

                            Any ideas?

                            girishG 1 Reply Last reply
                            0
                            • S subtlecourage

                              @girish

                              It is doing something weird though.

                              It says it should be coming from noreplay@domain.com, but instead it is coming from imanalias@domain.com

                              Any ideas?

                              girishG Offline
                              girishG Offline
                              girish
                              Staff
                              wrote on last edited by
                              #21

                              @subtlecourage said in Outbound SMTP not working on my External Relay:

                              It says it should be coming from noreplay@domain.com, but instead it is coming from imanalias@domain.com

                              Can you clarify what you mean by "it says"? Is there some error/warning somewhere? Also, I assume that you have put a custom domain in fastmail and also fastmail is able to relay mail as any email address i.e <anything>@domain.com ?

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