Solved

Operation Failed when sending Email

Posted on 2013-06-20
7
786 Views
Last Modified: 2013-07-15
Recently we converted a group of our users to offline cache mode in Outlook.  We are using Outlook 2010 on laptops with Exchange.

We have been plagued with 'Operation Failed' messages when trying to send mail.  No pattern. Only happens sometimes, and it does not matter if it is an internal or external email address.  The users are frustrated.

What we have tried:
1.) Deleting the address(es) from the users AutoComplete list and then manually re-typing the address in the "to" field.  That always solves the immediate need... but days or weeks later that same address may again kick up the 'Operation Failed' message suddenly.
2.) Clearing the entrire AutoComplete list from Outlook options.  Again, works short term, but the Operation Failed message eventually returns without warning.  Some users have dumped this list multiple times.
3.) Extending the setting for 'automatically save items that have not been sent after this many minutes:' from a default of 3 minutes to 20 minutes.
4.) deleting and recreating the users mailbox from the local computer and rbuilding the .ost file.

In all cases, the 'Operation Failed' message eventually returns...

What else can we try?  We have very frustrated users.  Most frustrating to them is when the Operation Failed messages occurs on a mail message with multiple recipients (sometimes 10-20 recipients.) because it cannot be easily determined which address in the auto-complete list is causing the failure.
0
Comment
Question by:snyperj
  • 5
  • 2
7 Comments
 
LVL 6

Expert Comment

by:arroryn
Comment Utility
What version is your Exchange server, and is this fully patched?

Reference:

http://support.microsoft.com/kb/2763886 and http://support.microsoft.com/kb/2785908
0
 

Author Comment

by:snyperj
Comment Utility
Interesting.  Yes- we have Exchange 2010...  I am kind of on my own researching this.. how can I tell if it is fully patched?  I do have the ability to login to the exchange server but I am not sure where to check to see how up to date the patches are....
0
 

Author Comment

by:snyperj
Comment Utility
Disregard last post.  I found it.  See screenshot.  Yes, appears to be fully patched.
Capture.JPG
0
How your wiki can always stay up-to-date

Quip doubles as a “living” wiki and a project management tool that evolves with your organization. As you finish projects in Quip, the work remains, easily accessible to all team members, new and old.
- Increase transparency
- Onboard new hires faster
- Access from mobile/offline

 
LVL 6

Accepted Solution

by:
arroryn earned 500 total points
Comment Utility
Thanks. Sorry for the delay responding, will give this a look-over tonight if you're still having the issues?
0
 

Author Comment

by:snyperj
Comment Utility
Yes.  Brutal.  No pattern.  Thanks for anything you can offer.

I just recently rebulit a users .ost and cleared the autocomplete list (just to be sure thety were starting with a fresh everything.)

Two days later they received the 'operation failed' error  on two emails he was trying to send.  

Each email had only 1 recipient and that recipient was an internal address off of the Global Address list that he had already successfully sent and email to since the new .ost file was created (thus it was back in the autocomplete list.)  Arrgghh!
0
 

Author Comment

by:snyperj
Comment Utility
Any further thoughts on this?  I just received this from a user this morning:

"It’s happening over and over and over again.  Email “operation failed”  gets worse day by day.  Whatever is causing this needs to be fixed.  I can’t keep finding ways to type in names different ways just to send an email.  PLEASE!"

This is a user who has already cleared the autocomplete list entirely several times.
Thanks for any ideas (they are lining up with pitchforks.)
0
 

Author Comment

by:snyperj
Comment Utility
Determined it to be two HP bundled software items...privacy manager and daystarter causing the problem.
0

Featured Post

Do email signature updates give you a headache?

Do you feel like you are constantly making changes to email signatures? Are the images not formatting how you want them to? Want high-quality HTML signatures on all devices, including on mobiles and Macs? Then, let Exclaimer solve all your email signature problems today.

Join & Write a Comment

Outlook Free & Paid Tools
Local Continuous Replication is a cost effective and quick way of backing up Exchange server data. The following article describes the steps required to configure Local Continuous Replication. Also, the article tells you how to restore from a backup…
In this Micro Video tutorial you will learn the basics about Database Availability Groups and How to configure one using a live Exchange Server Environment. The video tutorial explains the basics of the Exchange server Database Availability grou…
This video shows how to remove a single email address from the Outlook 2010 Auto Suggestion memory. NOTE: For Outlook 2016 and 2013 perform the exact same steps. Open a new email: Click the New email button in Outlook. Start typing the address: …

771 members asked questions and received personalized solutions in the past 7 days.

Join the community of 500,000 technology professionals and ask your questions.

Join & Ask a Question

Need Help in Real-Time?

Connect with top rated Experts

12 Experts available now in Live!

Get 1:1 Help Now