Outlook hangs when replying to a message from a specific email address.

My users are a mix of Outlook 2007 and 2010 and we have an onsite Exchange 2010 SP3 environment. They can receive email and send new messages to the vendor's email address, but when anyone reply's to a message from that vendor, Outlook times-out. They have to kill Outlook and restart it. Again, this only happens when replying to an email from this specific vendor. I've confirmed this by having this vendor send me just a plain test message with no attachments and I received the email promptly. When I reply to the message, Outlook hangs and eventually times-out. I tried playing with the Outlook Account Settings/Server Timeout settings but that didn't help.

No issues have occurred if we use OWA and reply to the same email address.

Not sure if this helps, but the vendor email address ends with .ca

February 4th, 2015 1:29pm

Have you tried starting outlook in safe mode (disables add ins) to test? Start run, type outlook /safe

Also does it happen only on replies or also if you compose a new message with these vendors?

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February 4th, 2015 2:00pm

This happens only on replies from that vendor. We can compose and send to this vendor with no issues. We can receive from them as long as they initiated the email, but when we reply to an email regardless of who initiated  the original email, Outlook hangs.

I'll start Outlook in Safe Mode and update tomorrow.

Thanks

February 4th, 2015 4:53pm

Could be the message content they are sending could be mal-formatted causing it to barf. Do you notice anything with the messages they send such as any disclaimers on the emails they send? 
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February 4th, 2015 5:10pm

Hi,

Please take your time to collect some information for troubleshooting:

  • Does this issue occurred on all outlook clients?
  • Please try to disable any anti-virus software to check this issue.
  • Are there any 3rd part mail scanning software?

Thanks,

Best Regards.

February 5th, 2015 3:28am

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