How to fix postfix on macOS Sierra 10.12.6?

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I can't seem to get postfix to work. Every time I send something and error comes up (TLS is required, but our TLS engine is unavailable)




Trouble Shooting Steps (that didn't work)



  • Deleted openssl in /opt/local/bin forcing it to use the one in /usr/bin

  • Replaced openssl in /opt/local/bin with openssl in /usr/bin from macOS High Sierra

  • Replaced openssl in /usr/bin with openssl in /usr/bin from macOS High Sierra

  • Installed openssl from brew

/etc/postfix/main.cf



relayhost = [smtp.gmail.com]:587
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
smtp_use_tls = yes
smtp_tls_security_level = encrypt
tls_random_source = dev:/dev/urandom
smtp_sasl_security_options = noanonymous
smtp_always_send_ehlo = yes
smtp_sasl_mechanism_filter = plain
inet_protocols = ipv4


/etc/postfix/sasl_passwd



[smtp.gmail.com]:587 XXXXXXXX@gmail.com:XXXXXXXX


Can't Upgrade to High Sierra so please HELP!!!!!!




osx postfix




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    up vote
    1
    down vote

    favorite












    I can't seem to get postfix to work. Every time I send something and error comes up (TLS is required, but our TLS engine is unavailable)




    Trouble Shooting Steps (that didn't work)



    • Deleted openssl in /opt/local/bin forcing it to use the one in /usr/bin

    • Replaced openssl in /opt/local/bin with openssl in /usr/bin from macOS High Sierra

    • Replaced openssl in /usr/bin with openssl in /usr/bin from macOS High Sierra

    • Installed openssl from brew

    /etc/postfix/main.cf



    relayhost = [smtp.gmail.com]:587
    smtp_sasl_auth_enable = yes
    smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
    smtp_use_tls = yes
    smtp_tls_security_level = encrypt
    tls_random_source = dev:/dev/urandom
    smtp_sasl_security_options = noanonymous
    smtp_always_send_ehlo = yes
    smtp_sasl_mechanism_filter = plain
    inet_protocols = ipv4


    /etc/postfix/sasl_passwd



    [smtp.gmail.com]:587 XXXXXXXX@gmail.com:XXXXXXXX


    Can't Upgrade to High Sierra so please HELP!!!!!!




    osx postfix




    share|improve this question






















      up vote
      1
      down vote

      favorite









      up vote
      1
      down vote

      favorite











      I can't seem to get postfix to work. Every time I send something and error comes up (TLS is required, but our TLS engine is unavailable)




      Trouble Shooting Steps (that didn't work)



      • Deleted openssl in /opt/local/bin forcing it to use the one in /usr/bin

      • Replaced openssl in /opt/local/bin with openssl in /usr/bin from macOS High Sierra

      • Replaced openssl in /usr/bin with openssl in /usr/bin from macOS High Sierra

      • Installed openssl from brew

      /etc/postfix/main.cf



      relayhost = [smtp.gmail.com]:587
      smtp_sasl_auth_enable = yes
      smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
      smtp_use_tls = yes
      smtp_tls_security_level = encrypt
      tls_random_source = dev:/dev/urandom
      smtp_sasl_security_options = noanonymous
      smtp_always_send_ehlo = yes
      smtp_sasl_mechanism_filter = plain
      inet_protocols = ipv4


      /etc/postfix/sasl_passwd



      [smtp.gmail.com]:587 XXXXXXXX@gmail.com:XXXXXXXX


      Can't Upgrade to High Sierra so please HELP!!!!!!




      osx postfix




      share|improve this question












      I can't seem to get postfix to work. Every time I send something and error comes up (TLS is required, but our TLS engine is unavailable)




      Trouble Shooting Steps (that didn't work)



      • Deleted openssl in /opt/local/bin forcing it to use the one in /usr/bin

      • Replaced openssl in /opt/local/bin with openssl in /usr/bin from macOS High Sierra

      • Replaced openssl in /usr/bin with openssl in /usr/bin from macOS High Sierra

      • Installed openssl from brew

      /etc/postfix/main.cf



      relayhost = [smtp.gmail.com]:587
      smtp_sasl_auth_enable = yes
      smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
      smtp_use_tls = yes
      smtp_tls_security_level = encrypt
      tls_random_source = dev:/dev/urandom
      smtp_sasl_security_options = noanonymous
      smtp_always_send_ehlo = yes
      smtp_sasl_mechanism_filter = plain
      inet_protocols = ipv4


      /etc/postfix/sasl_passwd



      [smtp.gmail.com]:587 XXXXXXXX@gmail.com:XXXXXXXX


      Can't Upgrade to High Sierra so please HELP!!!!!!





      osx postfix





      share|improve this question











      share|improve this question




      share|improve this question










      asked Dec 25 '17 at 6:03









      JBis

      1163




      1163




















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          10.12.6 has a bug that is causing this to occur, even though the Security Patch that apple released was for 10.13.1 and 10.12.6. Upgrading to High Sierra with 10.13.1 will ultimately fix your issue without any configuration changes.






          share|improve this answer
















          • 1




            Is there any chance you can tell me what files change so I can copy them over from a high Sierra install. I have already tried copying openssl
            – JBis
            Dec 25 '17 at 14:33










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          1 Answer
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          active

          oldest

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          oldest

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          active

          oldest

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          up vote
          1
          down vote













          10.12.6 has a bug that is causing this to occur, even though the Security Patch that apple released was for 10.13.1 and 10.12.6. Upgrading to High Sierra with 10.13.1 will ultimately fix your issue without any configuration changes.






          share|improve this answer
















          • 1




            Is there any chance you can tell me what files change so I can copy them over from a high Sierra install. I have already tried copying openssl
            – JBis
            Dec 25 '17 at 14:33














          up vote
          1
          down vote













          10.12.6 has a bug that is causing this to occur, even though the Security Patch that apple released was for 10.13.1 and 10.12.6. Upgrading to High Sierra with 10.13.1 will ultimately fix your issue without any configuration changes.






          share|improve this answer
















          • 1




            Is there any chance you can tell me what files change so I can copy them over from a high Sierra install. I have already tried copying openssl
            – JBis
            Dec 25 '17 at 14:33












          up vote
          1
          down vote










          up vote
          1
          down vote









          10.12.6 has a bug that is causing this to occur, even though the Security Patch that apple released was for 10.13.1 and 10.12.6. Upgrading to High Sierra with 10.13.1 will ultimately fix your issue without any configuration changes.






          share|improve this answer












          10.12.6 has a bug that is causing this to occur, even though the Security Patch that apple released was for 10.13.1 and 10.12.6. Upgrading to High Sierra with 10.13.1 will ultimately fix your issue without any configuration changes.







          share|improve this answer












          share|improve this answer



          share|improve this answer










          answered Dec 25 '17 at 7:33









          Sokel

          1,28658




          1,28658







          • 1




            Is there any chance you can tell me what files change so I can copy them over from a high Sierra install. I have already tried copying openssl
            – JBis
            Dec 25 '17 at 14:33












          • 1




            Is there any chance you can tell me what files change so I can copy them over from a high Sierra install. I have already tried copying openssl
            – JBis
            Dec 25 '17 at 14:33







          1




          1




          Is there any chance you can tell me what files change so I can copy them over from a high Sierra install. I have already tried copying openssl
          – JBis
          Dec 25 '17 at 14:33




          Is there any chance you can tell me what files change so I can copy them over from a high Sierra install. I have already tried copying openssl
          – JBis
          Dec 25 '17 at 14:33












           

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