I can no longer send mail, only receive.  Exchange 2007, Outlook 2007 and iPhone 5.  Cannot connect to outgoing smtp.  It's worked for nearly 2 years and now, nothing.  Nothing changed on my end.

Posted on 2014-07-11
Last Modified: 2016-06-09
I connect to a secondary e-mail address using POP/SMTP to my Exch. 2007 through outlook 2007 and iphone 5.  It has worked flawlessly for nearly 2 years.  Now, for some reason, it has stopped working on both.  I have not changed anything on the exchange server.  

However, if I'm within my work works as always.  If I turn wifi off on my phone...does not work.
Question by:bob_wright
    LVL 76

    Expert Comment

    The information you included lacks any detail.
    Saying you made no changes, would suggest that your IP might have changed.  Your Exchange server is configured to send through a server that might no longer exist.  Look at the outgoing SMTP logs to get an understanding on what is going on.  If logging not enabled, enable it and see what it reports. Send an email into the exchange and see what it tries to do.

    Use from the exchange.
    What SMTP server do you have configured?
    LVL 16

    Expert Comment

    What I think is that your external SMTP service configuration has changed.
    are you able to ping the public IP of your SMTP service.
    If you are using a fully qualified domain name, are you able to ping the FQDN? What IP is returned? Is this your public IP.

    Are you able to telnet into your SMTP service Public IP and port.
    e.g telnet 25
    or telnet 25

    or use SMTP Diagnostics  if using default smtp port 25

    Results to this test will hopefully tell us where the problem is.

    Author Comment

    Thanks for the comments.  I actually checked the log of my sonicwall firewall and saw that the SMTP request was being dropped due to an RBL listing.  It subscribes to two well-known RBL services and I don't see ANY listing.  But, when I disable RBL on the firewall, the SMTP call goes through and e-mail flows again.  The firewall RBL is a secondary this suffices for now.
    LVL 16

    Assisted Solution

    You can test your exchange setup here,

    Your phone is setup like this?
    LVL 76

    Accepted Solution

    which RBL lists?

    You should setup 465 or 587 (off port not encrypted) and configure your iphone to use these ports. presumaly the SMTP session requires authenticatuon.  the non 25 ports will eliminate the RBL check for your devices/users.

    Author Comment

    That's great advise, and makes sense.  Thank you.

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