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Recurring Email "Connection timed out" Issues - Emails Stuck in Queue

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4 comments

  • Vinicius Nogueira

    Just an important addendum to my previous post: I'm also consistently seeing the "retry time not reached for any host" error for these queued emails.

    While this often points to Port 25 being blocked, I've confirmed that Port 25 is definitively NOT blocked on my VPS and firewall

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  • cPRex Jurassic Moderator

    Hey there!  This sounds like an issue with your local DNS resolvers.  Can you run the following command on the server?

    telnet gmail-smtp-in.l.google.com 25

    Can you share the output of that command here?

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  • Vinicius Nogueira

    Trying 2607:f8b0:4004:c19::1a...
    Connected to gmail-smtp-in.l.google.com.
    Escape character is '^]'.
    220 mx.google.com ESMTP d75a77b69052e-4abbd0ecde1si93337201cf.75 - gsmtp

    Today, emails returned to normal, but out of nowhere, several emails got stuck in the queue with this error.

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  • cPRex Jurassic Moderator

    That does look more normal for sure.

    It's always possible that you're just greylisted by Microsoft directly, as most of those addresses in your screenshot are showing the Outlook email server, but you'd have to contact them to find out.

    Are there any additional details directly in the Exim log?

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