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    SMTP notifications not working with gmail

    Scheduled Pinned Locked Moved General pfSense Questions
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    • O
      OpensourceProtection
      last edited by

      Thanks for speedy reply slim2016, unfortunately, I tried the guide and still receive the same error code as posted above. The only difference is that the ending port number is 465 instead of 587.

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      • S
        slim2016
        last edited by

        I was using a different email for my notification  but i thought I give this gmail a go and it worked at first try. I did however copy and pasted the password on a text file first just to make sure there wasn't any spaces. Maybe someone with more experience can help you.

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        • O
          OpensourceProtection
          last edited by

          I wouldn't call this solved, more of a temporary workaround until it's solved.  I got it to where I can get the emails utilizing an internal SMTP relay server, that then forwards said emails onwards.

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          • johnpozJ
            johnpoz LAYER 8 Global Moderator
            last edited by

            I have been using pfsense and gmail in the notification for like ever.. Never had any issues.  Below is my setup..

            I blacked out the gmail address using… And the password is a app password setup in gmail.

            gmailnotification.png
            gmailnotification.png_thumb

            An intelligent man is sometimes forced to be drunk to spend time with his fools
            If you get confused: Listen to the Music Play
            Please don't Chat/PM me for help, unless mod related
            SG-4860 24.11 | Lab VMs 2.8, 24.11

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            • GrimsonG
              Grimson Banned
              last edited by

              @OpensourceProtection:

              SMTP Port of E-Mail server: Tried both 465 and 587
              Secure SMTP Connection: I leave it checked.

              Set the port to 587 and uncheck "Secure SMTP Connection" it will then use StartTLS.

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              • johnpozJ
                johnpoz LAYER 8 Global Moderator
                last edited by

                Yup that works too… Just changed settings and still works...

                edit:  Here is the exchange of sending test message.. Which is what I would suggest you do.. So you can actually see what the problem is..

                othersettings.png
                othersettings.png_thumb
                exchangegamailsniff.png_thumb
                exchangegamailsniff.png

                An intelligent man is sometimes forced to be drunk to spend time with his fools
                If you get confused: Listen to the Music Play
                Please don't Chat/PM me for help, unless mod related
                SG-4860 24.11 | Lab VMs 2.8, 24.11

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                • O
                  OpensourceProtection
                  last edited by

                  Solved!

                  Every time you test the connection you have a to reinput the password. Even though you'll see the shortened black dots, the password is not saved from the test before. (I'm assuming it's reverting to what it has saved but can't say for certain.)  I was seeing the shortened black dots and thought PFSense was rolling over the password from the previous try this was not the case. Once I copied the setting of johnpoz (with the appropriately changed email addresses) it worked like a charm the first time, and when tested again it failed like before. That's what clued me in.

                  If I entered everything fresh, hit save, THEN hit test I could get it working multiple times in a row.

                  Thank you everyone for your help with this!

                  C 1 Reply Last reply Reply Quote 1
                  • johnpozJ
                    johnpoz LAYER 8 Global Moderator
                    last edited by

                    Glad you got it working… But it clearly states on the form that "The last SAVED values will be used, not necessarily the values entered here." ;)

                    saved.png
                    saved.png_thumb

                    An intelligent man is sometimes forced to be drunk to spend time with his fools
                    If you get confused: Listen to the Music Play
                    Please don't Chat/PM me for help, unless mod related
                    SG-4860 24.11 | Lab VMs 2.8, 24.11

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                    • D
                      discy @johnpoz
                      last edited by discy

                      Had the same issue. Password wasn't saved and would be gone when I re-opened the interface.
                      Test wouldn't work after re-opening the interface, while it worked after I saved.

                      • Disabled/Enabled SMTP over SSL
                      • Changed port
                      • Hit save a couple of times in between.

                      Now the password is kept saved, back on SSL and port 465.
                      Test also works after reloading the interface.

                      Definitely something funky going on here.

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                      • C
                        CrowFather @OpensourceProtection
                        last edited by

                        @opensourceprotection said in SMTP notifications not working with gmail:

                        Solved!

                        Every time you test the connection you have a to reinput the password. Even though you'll see the shortened black dots, the password is not saved from the test before. (I'm assuming it's reverting to what it has saved but can't say for certain.)  I was seeing the shortened black dots and thought PFSense was rolling over the password from the previous try this was not the case. Once I copied the setting of johnpoz (with the appropriately changed email addresses) it worked like a charm the first time, and when tested again it failed like before. That's what clued me in.

                        If I entered everything fresh, hit save, THEN hit test I could get it working multiple times in a row.

                        Thank you everyone for your help with this!

                        This was the solution to the issue I was having! Thanks for your help.

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