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SMTP Clients rejected with Citadel


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I setup a Citadel Mail Server on a RPI 3B+. I have DNS setup, port forwarding, and port open on firewall. When I enter through the webmail portal, I can send and receive mail just fine. The issue that I am having is with mail clients.



I can use IMAP and POP just fine to receive mail with my credentials just fine also.



Whenever I try to send mail using a client (tried a couple different ones), it fails on sending. Right now, I am not using SSL until I get it working on the basic port. The devices I am trying are local devices that do not pass a firewall. With sender authentication turned on, it always says invalid login even though the same login works for IMAP and POP. Turned off it says it requires a login.



For some reason it rejects logins to send mail even if they are a valid user on the system. Works 100% though with the same user on the webmail portal.



Any ideas on how to get this working?
Let me know if more info is required.










share|improve this question



























    0















    I setup a Citadel Mail Server on a RPI 3B+. I have DNS setup, port forwarding, and port open on firewall. When I enter through the webmail portal, I can send and receive mail just fine. The issue that I am having is with mail clients.



    I can use IMAP and POP just fine to receive mail with my credentials just fine also.



    Whenever I try to send mail using a client (tried a couple different ones), it fails on sending. Right now, I am not using SSL until I get it working on the basic port. The devices I am trying are local devices that do not pass a firewall. With sender authentication turned on, it always says invalid login even though the same login works for IMAP and POP. Turned off it says it requires a login.



    For some reason it rejects logins to send mail even if they are a valid user on the system. Works 100% though with the same user on the webmail portal.



    Any ideas on how to get this working?
    Let me know if more info is required.










    share|improve this question

























      0












      0








      0








      I setup a Citadel Mail Server on a RPI 3B+. I have DNS setup, port forwarding, and port open on firewall. When I enter through the webmail portal, I can send and receive mail just fine. The issue that I am having is with mail clients.



      I can use IMAP and POP just fine to receive mail with my credentials just fine also.



      Whenever I try to send mail using a client (tried a couple different ones), it fails on sending. Right now, I am not using SSL until I get it working on the basic port. The devices I am trying are local devices that do not pass a firewall. With sender authentication turned on, it always says invalid login even though the same login works for IMAP and POP. Turned off it says it requires a login.



      For some reason it rejects logins to send mail even if they are a valid user on the system. Works 100% though with the same user on the webmail portal.



      Any ideas on how to get this working?
      Let me know if more info is required.










      share|improve this question














      I setup a Citadel Mail Server on a RPI 3B+. I have DNS setup, port forwarding, and port open on firewall. When I enter through the webmail portal, I can send and receive mail just fine. The issue that I am having is with mail clients.



      I can use IMAP and POP just fine to receive mail with my credentials just fine also.



      Whenever I try to send mail using a client (tried a couple different ones), it fails on sending. Right now, I am not using SSL until I get it working on the basic port. The devices I am trying are local devices that do not pass a firewall. With sender authentication turned on, it always says invalid login even though the same login works for IMAP and POP. Turned off it says it requires a login.



      For some reason it rejects logins to send mail even if they are a valid user on the system. Works 100% though with the same user on the webmail portal.



      Any ideas on how to get this working?
      Let me know if more info is required.







      linux email smtp






      share|improve this question













      share|improve this question











      share|improve this question




      share|improve this question










      asked Jan 2 at 0:26









      Shane BeckerShane Becker

      11




      11






















          2 Answers
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          0














          Not fully an answer, but since nobody is responding to this I will add the conclusion I got to when doing more research. Uninstall Citadel and find a tutorial for Postfix and Dovecot for RPI. I have it mostly working, but have a bit of work to do with StartTLS.






          share|improve this answer































            0














            I am right there with you. I have an issue where I am attempting to attach an Outlook client to the server and it will validate IMAP just fine - but continues to blow errors on the SMTP portion on port 465. It's the same account, same password - but nothing I try - no conflicts with any ports etc seem to work.



            I give up - especially since the documentation is all over the place - took a couple hours to figure out that



            1 - You NEED to use letsencrypt to generate certs. Using self signed gives you unpredictable results. Oh and you need to put them in the right place - and not /etc/ssl/citadel. It goes into the /usr area.



            2 - the locations of where it puts things are a haphazard jumble of google-fu to try and find - and half the documentation links are dead so....



            I'm with you - Since I've learned what I need for DNS entries with my host such as proper A records, MX records and such, setting up signed auth certs with the lets encrypt cert bot etc, I could have used the several hours wasted on Citadel and setup a real stack with Postfix and Dovecot.





            share








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            Spirit Greywolf is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
            Check out our Code of Conduct.




















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              0














              Not fully an answer, but since nobody is responding to this I will add the conclusion I got to when doing more research. Uninstall Citadel and find a tutorial for Postfix and Dovecot for RPI. I have it mostly working, but have a bit of work to do with StartTLS.






              share|improve this answer




























                0














                Not fully an answer, but since nobody is responding to this I will add the conclusion I got to when doing more research. Uninstall Citadel and find a tutorial for Postfix and Dovecot for RPI. I have it mostly working, but have a bit of work to do with StartTLS.






                share|improve this answer


























                  0












                  0








                  0







                  Not fully an answer, but since nobody is responding to this I will add the conclusion I got to when doing more research. Uninstall Citadel and find a tutorial for Postfix and Dovecot for RPI. I have it mostly working, but have a bit of work to do with StartTLS.






                  share|improve this answer













                  Not fully an answer, but since nobody is responding to this I will add the conclusion I got to when doing more research. Uninstall Citadel and find a tutorial for Postfix and Dovecot for RPI. I have it mostly working, but have a bit of work to do with StartTLS.







                  share|improve this answer












                  share|improve this answer



                  share|improve this answer










                  answered Jan 7 at 0:27









                  Shane BeckerShane Becker

                  11




                  11

























                      0














                      I am right there with you. I have an issue where I am attempting to attach an Outlook client to the server and it will validate IMAP just fine - but continues to blow errors on the SMTP portion on port 465. It's the same account, same password - but nothing I try - no conflicts with any ports etc seem to work.



                      I give up - especially since the documentation is all over the place - took a couple hours to figure out that



                      1 - You NEED to use letsencrypt to generate certs. Using self signed gives you unpredictable results. Oh and you need to put them in the right place - and not /etc/ssl/citadel. It goes into the /usr area.



                      2 - the locations of where it puts things are a haphazard jumble of google-fu to try and find - and half the documentation links are dead so....



                      I'm with you - Since I've learned what I need for DNS entries with my host such as proper A records, MX records and such, setting up signed auth certs with the lets encrypt cert bot etc, I could have used the several hours wasted on Citadel and setup a real stack with Postfix and Dovecot.





                      share








                      New contributor




                      Spirit Greywolf is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
                      Check out our Code of Conduct.

























                        0














                        I am right there with you. I have an issue where I am attempting to attach an Outlook client to the server and it will validate IMAP just fine - but continues to blow errors on the SMTP portion on port 465. It's the same account, same password - but nothing I try - no conflicts with any ports etc seem to work.



                        I give up - especially since the documentation is all over the place - took a couple hours to figure out that



                        1 - You NEED to use letsencrypt to generate certs. Using self signed gives you unpredictable results. Oh and you need to put them in the right place - and not /etc/ssl/citadel. It goes into the /usr area.



                        2 - the locations of where it puts things are a haphazard jumble of google-fu to try and find - and half the documentation links are dead so....



                        I'm with you - Since I've learned what I need for DNS entries with my host such as proper A records, MX records and such, setting up signed auth certs with the lets encrypt cert bot etc, I could have used the several hours wasted on Citadel and setup a real stack with Postfix and Dovecot.





                        share








                        New contributor




                        Spirit Greywolf is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
                        Check out our Code of Conduct.























                          0












                          0








                          0







                          I am right there with you. I have an issue where I am attempting to attach an Outlook client to the server and it will validate IMAP just fine - but continues to blow errors on the SMTP portion on port 465. It's the same account, same password - but nothing I try - no conflicts with any ports etc seem to work.



                          I give up - especially since the documentation is all over the place - took a couple hours to figure out that



                          1 - You NEED to use letsencrypt to generate certs. Using self signed gives you unpredictable results. Oh and you need to put them in the right place - and not /etc/ssl/citadel. It goes into the /usr area.



                          2 - the locations of where it puts things are a haphazard jumble of google-fu to try and find - and half the documentation links are dead so....



                          I'm with you - Since I've learned what I need for DNS entries with my host such as proper A records, MX records and such, setting up signed auth certs with the lets encrypt cert bot etc, I could have used the several hours wasted on Citadel and setup a real stack with Postfix and Dovecot.





                          share








                          New contributor




                          Spirit Greywolf is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
                          Check out our Code of Conduct.










                          I am right there with you. I have an issue where I am attempting to attach an Outlook client to the server and it will validate IMAP just fine - but continues to blow errors on the SMTP portion on port 465. It's the same account, same password - but nothing I try - no conflicts with any ports etc seem to work.



                          I give up - especially since the documentation is all over the place - took a couple hours to figure out that



                          1 - You NEED to use letsencrypt to generate certs. Using self signed gives you unpredictable results. Oh and you need to put them in the right place - and not /etc/ssl/citadel. It goes into the /usr area.



                          2 - the locations of where it puts things are a haphazard jumble of google-fu to try and find - and half the documentation links are dead so....



                          I'm with you - Since I've learned what I need for DNS entries with my host such as proper A records, MX records and such, setting up signed auth certs with the lets encrypt cert bot etc, I could have used the several hours wasted on Citadel and setup a real stack with Postfix and Dovecot.






                          share








                          New contributor




                          Spirit Greywolf is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
                          Check out our Code of Conduct.








                          share


                          share






                          New contributor




                          Spirit Greywolf is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
                          Check out our Code of Conduct.









                          answered 8 mins ago









                          Spirit GreywolfSpirit Greywolf

                          1




                          1




                          New contributor




                          Spirit Greywolf is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
                          Check out our Code of Conduct.





                          New contributor





                          Spirit Greywolf is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
                          Check out our Code of Conduct.






                          Spirit Greywolf is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
                          Check out our Code of Conduct.






























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