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  3. Cloudron SPF record does not permit IP

Cloudron SPF record does not permit IP

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  • RoundHouse1924R RoundHouse1924

    @girish
    None of my outgoing mail is being rejected, but headers contain the following (first example sending from Thunderbird on Linux; second example sending from FairEmail on Android):-

    received-SPF: Fail (my.sharona.cloud: domain of groveland.place does not designate 138.199.6.239 as permitted sender) receiver=my.sharona.cloud; identity=mailfrom; client-ip=138.199.6.239 
    
    Authentication-Results: my.sharona.cloud;
    	auth=pass (plain);
    	spf=fail smtp.mailfrom=groveland.place
    
    Received-SPF: Fail (my.sharona.cloud: domain of citharas.org does not designate 86.15.69.112 as permitted sender) receiver=my.sharona.cloud; identity=mailfrom; client-ip=86.15.69.112 
    
    Authentication-Results: my.sharona.cloud;
    	auth=pass (login);
    	spf=fail smtp.mailfrom=citharas.org
    

    In both cases, the IP addresses belong to the sending mail client, not the server.

    One of the 3 domains hosted uses an external relay, the other 2 use the internal SMTP.

    Also, each domain's SPF record uses minus all, not tilde all --- so any rejection is not just a softfail:-

    TXT 	v=spf1 a:my.sharona.cloud -all
    

    Although nothing is rejected by the receiving server, receiving clients show:-

    FairEmail shows a waving flag, as per its FAQ:-
    "...FairEmail can show a small red warning flag when DKIM, SPF or DMARC authentication failed on the receiving server. You can enable/disable authentication verification in the display settings"
    https://github.com/M66B/FairEmail/blob/master/FAQ.md

    The DKIM Verifier Thunderbird extension shows "SPF: fail"
    https://addons.thunderbird.net/en-GB/thunderbird/addon/dkim-verifier/

    So, the bottom line of all this is that the headers incorrectly show that the mail client is the authorised sender. Clearly, as the message passes through the Cloudron mail server (since v7.4.x), something is processed in a manner to cause this.

    Hope all this makes sense!

    C Offline
    C Offline
    ccfu
    wrote on last edited by ccfu
    #27

    @RoundHouse1924

    That definitely isn't normal or correct behaviour. However: my.sharona.cloud is your sending mailserver, correct? The SPF fail shown is not a result of a check the receiving server is making then.

    I noticed something similar in a mail I just sent as a test from Outlook to a Gmail address. An SPF fail was also present in the headers (checked by Haraka using the IP of the Outlook client) but there is also (as expected) an SPF pass for the server IP, as that is what was checked by the receiving SMTP server. In other words I don't see a risk that mail delivery will fail due to SPF checks, but it would still be important to identify why Haraka is doing this.

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    • P Offline
      P Offline
      panthrosrevenge
      wrote on last edited by
      #28

      I would also like to add that I have been seeing this behavior as well. I am getting SPF failures for IP mismatch as the header is showing the IP of whatever client is sending email, not the SMTP server.

      C 1 Reply Last reply
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      • P panthrosrevenge

        I would also like to add that I have been seeing this behavior as well. I am getting SPF failures for IP mismatch as the header is showing the IP of whatever client is sending email, not the SMTP server.

        C Offline
        C Offline
        ccfu
        wrote on last edited by
        #29

        @panthrosrevenge

        SPF fails reported by your own server though, right?

        P 1 Reply Last reply
        0
        • C ccfu

          @panthrosrevenge

          SPF fails reported by your own server though, right?

          P Offline
          P Offline
          panthrosrevenge
          wrote on last edited by
          #30

          @ccfu I'm seeing the sending clients IP address in the headers instead of the cloudron SMTP server. This causes an SPF failure as the client IP isn't an authorized sender for the domain.

          C 1 Reply Last reply
          1
          • P panthrosrevenge

            @ccfu I'm seeing the sending clients IP address in the headers instead of the cloudron SMTP server. This causes an SPF failure as the client IP isn't an authorized sender for the domain.

            C Offline
            C Offline
            ccfu
            wrote on last edited by
            #31

            @panthrosrevenge

            Yes, I get that, but which server is failing it? Your mailserver or the recipient's? Look again at the header and you will most likely see two SPF checks - one by your mailserver, which fails (that is the problem described in this thread) and one by the receiving mailserver which should be checking your server IP and should therefore pass.

            P 1 Reply Last reply
            1
            • C ccfu

              @panthrosrevenge

              Yes, I get that, but which server is failing it? Your mailserver or the recipient's? Look again at the header and you will most likely see two SPF checks - one by your mailserver, which fails (that is the problem described in this thread) and one by the receiving mailserver which should be checking your server IP and should therefore pass.

              P Offline
              P Offline
              panthrosrevenge
              wrote on last edited by
              #32

              @ccfu It's the recipient's server that's showing the sending client's IP in the header. Mail is going through ok besides getting a soft fail on SPF and raising spam score

              C 1 Reply Last reply
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              • P panthrosrevenge

                @ccfu It's the recipient's server that's showing the sending client's IP in the header. Mail is going through ok besides getting a soft fail on SPF and raising spam score

                C Offline
                C Offline
                ccfu
                wrote on last edited by ccfu
                #33

                @panthrosrevenge

                Yes, but the incoming mail would show the header anyway if it is being sent by your server. Sorry to ask again, but are you sure the sending client IP is really being checked by the recipient SMTP server? That would mean that either your mailserver is not even sending the server IP when it connects, which I find hard to believe and would be concerning, or the recipient's mailserver is misconfigured.

                On the line in the header showing the softfail, which of the following appears?:

                1. received-SPF: SoftFail (**YOUR MAILSERVER**: domain of **yourdomain.tld** does not designate **IP** as permitted sender) receiver=**YOUR MAILSERVER**

                or

                1. received-SPF: SoftFail (**RECIPIENT MAILSERVER**: domain of **yourdomain.tld** does not designate **IP** as permitted sender) receiver =**RECIPIENT MAILSERVER**
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                • P Offline
                  P Offline
                  panthrosrevenge
                  wrote on last edited by
                  #34

                  Here's my header showing the SPF failure. I'm using mxtoolbox.com for testing. I'm also using Sendgrid as an SMTP relay with an API key. Sending domain is different than the MX domain as I have a couple different domains I send email from.

                  Received: (Haraka outbound); Sun, 07 May 2023 15:40:12 +0000
                  Authentication-Results: mymxdomain.com;
                  auth=pass (plain);
                  spf=softfail smtp.mailfrom=sendingdomain.com
                  Received-SPF: SoftFail (mymxdomain.com: domain of sendingdomain.com does not designate sending client public IP as permitted sender) receiver=mymxdomain.com; identity=mailfrom; client-ip=sending client public IP helo=[LAN IP]; envelope-from=<mailbox@sendingdomain>
                  Received: from [LAN IP] ([sending client public IP])
                  by mymxdomain.com (Haraka/3.0.1) with ESMTPSA id 6F7C9FA2-9E4D-4C74-932F-D177277F2FCC.1
                  envelope-from <mailbox@sendingdomain.com>
                  tls TLS_AES_256_GCM_SHA384 (authenticated bits=0);
                  Sun, 07 May 2023 15:40:12 +0000

                  C 1 Reply Last reply
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                  • P panthrosrevenge

                    Here's my header showing the SPF failure. I'm using mxtoolbox.com for testing. I'm also using Sendgrid as an SMTP relay with an API key. Sending domain is different than the MX domain as I have a couple different domains I send email from.

                    Received: (Haraka outbound); Sun, 07 May 2023 15:40:12 +0000
                    Authentication-Results: mymxdomain.com;
                    auth=pass (plain);
                    spf=softfail smtp.mailfrom=sendingdomain.com
                    Received-SPF: SoftFail (mymxdomain.com: domain of sendingdomain.com does not designate sending client public IP as permitted sender) receiver=mymxdomain.com; identity=mailfrom; client-ip=sending client public IP helo=[LAN IP]; envelope-from=<mailbox@sendingdomain>
                    Received: from [LAN IP] ([sending client public IP])
                    by mymxdomain.com (Haraka/3.0.1) with ESMTPSA id 6F7C9FA2-9E4D-4C74-932F-D177277F2FCC.1
                    envelope-from <mailbox@sendingdomain.com>
                    tls TLS_AES_256_GCM_SHA384 (authenticated bits=0);
                    Sun, 07 May 2023 15:40:12 +0000

                    C Offline
                    C Offline
                    ccfu
                    wrote on last edited by
                    #35

                    @panthrosrevenge

                    As I suspected, that is Haraka on your own server softfailing the client IP. The recipient SMTP server should only be checking the Sendgrid IP and passing it as long as it is included in the SPF record for the domain in question.

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                    • girishG Offline
                      girishG Offline
                      girish
                      Staff
                      wrote on last edited by
                      #36

                      This is fixed in 7.5.0

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                      • lukasgabrielL lukasgabriel referenced this topic on
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