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IIS SMTP TLS encryption issue


Virtual SMTP Server not relaying mailForcing IIS virtual smtp server to verify outgoing TLS certificateSMTP Server setting on Windows 2008 R2Outbound SMTP email not being delivered, but still disappearing from the queue and pickup folderHow to move the Inetpubmailroot folder on SMTP Windows Server 2003 where Exchange isn't installedHow to encrypt emails sent from Windows Server 2012 SMTP IIS 6.0OpenSSL No Client Certificate Presented (SMTP, Postfix)How to enable TLS for SMTP in II6 on Windows Server 2012 R2Server to server connection won't use TLS but SMTPD willIIS/SMTP on Windows Server 2012 - Emails stuck in Queue folder






.everyoneloves__top-leaderboard:empty,.everyoneloves__mid-leaderboard:empty,.everyoneloves__bot-mid-leaderboard:empty height:90px;width:728px;box-sizing:border-box;








5















I enabled TLS in IIS SMTP Virtual Server with a self-signed server certificate. Made sure that the certificate has the FQDN of the server. Checked the TLS encryption checkbox in Virtual SMTP > Properties > Delivery tab > Outbound Security.



When I try to send mail using Pickup folder in c:inetpubmailroot the email does not get delivered with TLS. Also, the TLS encryption checkbox becomes unchecked automatically.



Do you know what might be causing this problem?



Regards John










share|improve this question






















  • Seems to be configuration problem, this can help support.microsoft.com/en-in/help/4014125/…

    – Arvind
    Apr 25 '18 at 17:23

















5















I enabled TLS in IIS SMTP Virtual Server with a self-signed server certificate. Made sure that the certificate has the FQDN of the server. Checked the TLS encryption checkbox in Virtual SMTP > Properties > Delivery tab > Outbound Security.



When I try to send mail using Pickup folder in c:inetpubmailroot the email does not get delivered with TLS. Also, the TLS encryption checkbox becomes unchecked automatically.



Do you know what might be causing this problem?



Regards John










share|improve this question






















  • Seems to be configuration problem, this can help support.microsoft.com/en-in/help/4014125/…

    – Arvind
    Apr 25 '18 at 17:23













5












5








5


0






I enabled TLS in IIS SMTP Virtual Server with a self-signed server certificate. Made sure that the certificate has the FQDN of the server. Checked the TLS encryption checkbox in Virtual SMTP > Properties > Delivery tab > Outbound Security.



When I try to send mail using Pickup folder in c:inetpubmailroot the email does not get delivered with TLS. Also, the TLS encryption checkbox becomes unchecked automatically.



Do you know what might be causing this problem?



Regards John










share|improve this question














I enabled TLS in IIS SMTP Virtual Server with a self-signed server certificate. Made sure that the certificate has the FQDN of the server. Checked the TLS encryption checkbox in Virtual SMTP > Properties > Delivery tab > Outbound Security.



When I try to send mail using Pickup folder in c:inetpubmailroot the email does not get delivered with TLS. Also, the TLS encryption checkbox becomes unchecked automatically.



Do you know what might be causing this problem?



Regards John







iis smtp tls






share|improve this question













share|improve this question











share|improve this question




share|improve this question










asked Jan 15 '15 at 13:25









mjohnjosephmjohnjoseph

2612




2612












  • Seems to be configuration problem, this can help support.microsoft.com/en-in/help/4014125/…

    – Arvind
    Apr 25 '18 at 17:23

















  • Seems to be configuration problem, this can help support.microsoft.com/en-in/help/4014125/…

    – Arvind
    Apr 25 '18 at 17:23
















Seems to be configuration problem, this can help support.microsoft.com/en-in/help/4014125/…

– Arvind
Apr 25 '18 at 17:23





Seems to be configuration problem, this can help support.microsoft.com/en-in/help/4014125/…

– Arvind
Apr 25 '18 at 17:23










1 Answer
1






active

oldest

votes


















0














Click on the Access tab. If the certificate is installed correctly then you should see a message in the Secure Communication area that says "A TLS certificate is found with expiration date: xx/xx/xxxx" If you don't see that message then you need to make sure the TLS certificate is installed correctly. See here for certificate generation and installation.






share|improve this answer























  • The certificate was correct and I could see the message. I am checking another option and if it works will post it

    – mjohnjoseph
    Jan 21 '15 at 10:58











Your Answer








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1 Answer
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1 Answer
1






active

oldest

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active

oldest

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active

oldest

votes









0














Click on the Access tab. If the certificate is installed correctly then you should see a message in the Secure Communication area that says "A TLS certificate is found with expiration date: xx/xx/xxxx" If you don't see that message then you need to make sure the TLS certificate is installed correctly. See here for certificate generation and installation.






share|improve this answer























  • The certificate was correct and I could see the message. I am checking another option and if it works will post it

    – mjohnjoseph
    Jan 21 '15 at 10:58















0














Click on the Access tab. If the certificate is installed correctly then you should see a message in the Secure Communication area that says "A TLS certificate is found with expiration date: xx/xx/xxxx" If you don't see that message then you need to make sure the TLS certificate is installed correctly. See here for certificate generation and installation.






share|improve this answer























  • The certificate was correct and I could see the message. I am checking another option and if it works will post it

    – mjohnjoseph
    Jan 21 '15 at 10:58













0












0








0







Click on the Access tab. If the certificate is installed correctly then you should see a message in the Secure Communication area that says "A TLS certificate is found with expiration date: xx/xx/xxxx" If you don't see that message then you need to make sure the TLS certificate is installed correctly. See here for certificate generation and installation.






share|improve this answer













Click on the Access tab. If the certificate is installed correctly then you should see a message in the Secure Communication area that says "A TLS certificate is found with expiration date: xx/xx/xxxx" If you don't see that message then you need to make sure the TLS certificate is installed correctly. See here for certificate generation and installation.







share|improve this answer












share|improve this answer



share|improve this answer










answered Jan 20 '15 at 0:05









kheldkheld

1963




1963












  • The certificate was correct and I could see the message. I am checking another option and if it works will post it

    – mjohnjoseph
    Jan 21 '15 at 10:58

















  • The certificate was correct and I could see the message. I am checking another option and if it works will post it

    – mjohnjoseph
    Jan 21 '15 at 10:58
















The certificate was correct and I could see the message. I am checking another option and if it works will post it

– mjohnjoseph
Jan 21 '15 at 10:58





The certificate was correct and I could see the message. I am checking another option and if it works will post it

– mjohnjoseph
Jan 21 '15 at 10:58

















draft saved

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