Outlook connected to exchange does not send email

Posted by Thomas de Nooij on Server Fault See other posts from Server Fault or by Thomas de Nooij
Published on 2014-06-04T08:03:00Z Indexed on 2014/06/04 9:26 UTC
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I have multiple machines with Outlook 2010 connected to RackSpace hosted exchange server. Everything works fine, but emails send after a while since outlook started will not leave the outbox. Clicking Send & Receive will display the progress bar at 100% completed with no errors, but is not really finishing. The Cancel All button is still active.

The emails in the outbox are bold & italic, so ready to be send.

When I close outlook and start it again, the mails are sent immediately without problems.

I have tried the following:

  • Checked if there are any third party addins: only Microsoft Add ins
  • Checked if the virus scanner is blocking anything, but McAfee is not doing this.
  • Checked and Repaired the .ost file
  • Increased the server time-out from 30 seconds to 60 seconds

Nothing helped. Any suggestions?

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