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https://www.experts-exchange.com/questions/27258761/5-4-7-Delivery-expired-message-too-old-'TLS-Unavailable'.html
Hi All, I have SBS2011. Recently one user complains that everytime he tries to send email to a specific email address (he know this is a valid current email address), it bounces back with the message : 5.4.7 - Delivery expired (message too old) 'TLS Unavailable'
https://community.cisco.com/t5/email-security/delivery-expired-message-too-old/td-p/1718811
Re: Delivery expired (message too old) I noticed the same issue on a customer ESA and wanted to share my findings. You will likely see a high Active Recipient count when looking at the ESA GUI > Monitor > Delivery Status or via cli typing > tophosts then Active Recipients.
https://social.technet.microsoft.com/Forums/en-US/efadbb22-88f0-4ef4-ba65-5afd1ffae991/547-delivery-expired-message-too-old
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https://www.experts-exchange.com/questions/24930618/Email-not-delivered-TLS-issue.html
5.4.7 - Delivery expired (message too old) 'TLS Unavailable' Am I correct to assume that the sending organisation has their email system configured to send all email over TLS? We use Exchange 2007, so can I just tick the TLS authentication box on my receive connector or do I …
https://secure.webx.net/clients/knowledgebase/91/Mail-not-deliverable-with-error-454-TLS-currently-unavailable.html
TLS relates to SSL setup for the mail server. This can happen due to expired SSL certificate or improperly configured SSL. Once the SSL is configured correctly, the mail delivery will start working fine.
https://community.cisco.com/t5/email-security/enforced-tls-for-a-external-domains-but-the-mails-are-not/td-p/3097365
The logs suggest that the email was bounced as TLS was unavailable on the destination server after the email could not be delivered within the configured bounce profile attempts. It is recommended you set up domain debug logs and packet capture for the destination server IP to confirm cause for TLS failing.
https://productforums.google.com/forum/#!topic/gmail/5zJnF9qF2DM
Delivery expired (message too old) '[Errno 61] Connection refused' (delivery attempts: 0) Please advise what could be causing this issue - and how I might be able fix it on my end. [I use Gmail with my domain email, using Microsoft Entourage email client. I just confirmed, all smtp configuration seems to be correct:
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