Link to home
Start Free TrialLog in
Avatar of SoftwarePilot
SoftwarePilotFlag for United States of America

asked on

Large emails being sent multiple times to same recipient in Outlook 2003

Hi,
We have a client that regularly sends emails using Outlook 2003 to multiple recipients using both the To and CC fields.  This has been happening since he got his new computer maybe 6 months ago.  Sometimes the email will end up being sent to one or more of the recipients 10 or more times.  When this happens, one or more of the remaining recipients won't receive the email at all.  Also, the email never ends up leaving my client's Outbox which probably explains why it keeps being resent.  We've turned off Norton anti-virus and SpySweeper and looked for anything else that might be interfering with the outbound path.  We've also increased the outbound server timeout to 8 minutes.  His outbound server is at SBC/AT&T which now uses SSL although the problem existed before we switched his settings.  It only seems to happen with large emails and, although my client has been very patient, his patience is starting to wear out.  Thanks in advance for your help!
SOLUTION
Avatar of thenone
thenone

Link to home
membership
This solution is only available to members.
To access this solution, you must be a member of Experts Exchange.
Start Free Trial
Avatar of war1
Greetings SoftwarePilot !

The problem is likely due to the combination of sending large emails to multiple recipients, using SSL, and antivirus.  For example, small email to multiple recipients or large email to one recipient will get through.  SSL will slow the send process, as well as antivirus check of outgoing email.

The problem also could be that SBC/ATT gets busy sometimes, so sending takes longer. Thus outbound mail gets stuck in Outbox, trying to resend.

Best wishes, war1
Avatar of SoftwarePilot

ASKER

Thanks for your suggestions.  We'll try rebuilding the profile and possibly reinstalling MS Outlook.  As we've disabled the anti-virus, I don't think there's a connection there.  I know SBC can get busy but this last test we ran caused the 7MB email to be resent 30+ times starting at 5 PM last night and ending at 7 AM this morning.  Seems like they'd have to be reaaaly busy for this to happen.  Since I don't know the internals of email sending, can someone tell me if the email client or the email server is responsible for sending an email to multiple recipients?  It seems like it's the client but this might help diagnose where the problem lies.  Thanks.
Avatar of thenone
thenone

ok usually what happens when large files just sit in the outbox for pop it means that the profile is corrupt. That is why I suggested to rebuild the profile. I believe the max for sending out is 10mb. You don't have to re-install outlook. When email is sent out from a client it is routed by dns to the smtp server.
From the smtp server it is routed through dns to the proper mail servers to be delivered to.
Client -------------dns------smtp server------------mx record----------designated mail server
SOLUTION
Link to home
membership
This solution is only available to members.
To access this solution, you must be a member of Experts Exchange.
Start Free Trial
ASKER CERTIFIED SOLUTION
Link to home
membership
This solution is only available to members.
To access this solution, you must be a member of Experts Exchange.
Start Free Trial
The current problem emails are 7 MB in size but they can be larger.  So far, there have been no bouncebacks.  The email simply goes out to one or several recipients multiple times but never makes it to the remaining recipients at all.  The entire email (including attachments) always gets received by the recipient.  I had him forward the above email to my partner and also CC both me and himself.  Throughout the night, I received more than 30 copies of the email but neither he nor my partner received a single one.  I believe he finally deleted it from his Outbox in order to stop it from sending more.  At least that's what he's done in the past.  Thanks.
SoftwarePilot,

You Outbox could be corrupt.  To create a new Outbox, you need to create a new PST.
http://support.microsoft.com/kb/829971

Then drag all the emails and contacts addresses to the new PST file. Do not drag the emails from Outbox.
http://pubs.logicalexpressions.com/Pub0009/LPMArticle.asp?ID=52
SoftwarePilot, any update?
Rebuilding the PST file per above did not solve the problem.  We've also tried uninstalling MSO 2003, cleaning out the registry entries and then reinstalling with no luck.  I don't think I got everything out of the registry, however, as Outlook remembered all the email settings when I started it the first time after the reinstall.  Does anyone know how to completely purge Outlook and its remnants for a reinstall?

An interesting aside is that, while looking through my client's Sent Items folder trying to find the test email we've been using, I noticed that he's sent emails as large as 58 MB in the past.  They haven't changed ISPs since we've been working with them so there must not be a limitation on the outbound email size.

Our next test is to create a new user account on the computer and set up Outlook with the same email settings.  I'll probably get to that on Monday.  Thanks for all your advice!
>> Does anyone know how to completely purge Outlook and its remnants for a reinstall?

Account settings are located in registry. Backup your registry. Then navigate to the following key:

HKEY_USERS\S-1-5-21-xxxxxxxx-xxxxxxxx-xxxxxxxx-xxxx\Software\Microsoft\Windows NT\CurrentVersion\Windows Messaging Subsystem\Profiles\Outlook

and delete the account settings there.

>> I noticed that he's sent emails as large as 58 MB in the past.

This may be true in the past. But ISP may have recently change the rule to limit attachment size.  Check with the ISP.

Keep us updated on the account change.
Well.... I never will get the hang of this job.  We started down the path of setting up a test user account using our remote-access software but the connection went off line so I couldn't finish.  When the client returned on Monday, he said the problem had been solved and email was coming in and going out at lightning speed.  I asked if he had actually called a client to see if they had received the email and he said that he had.  He's thrilled now (except for my bill) and I'm completely stumped as to why, after 6 months of living with this problem, that it's now all of a sudden working.

My only guess is that, right before I setup the test account, I had completely removed and reinstalled MS Outlook 2003 but after the reboot, I had tested the behavior and it had not changed.  Maybe that actually fixed the problem.  I don't know so I guess I don't know where the points go.  How does that work?  Either way, thanks to everyone for your help.
SoftwarePilot, glad Outlook is working properly.
Glad its finally working - If it was me, I would distribute the points across everyone who assisted ... or those who provides the closest answers...

You certainly had a curly one there ;)
Done.  And you get the round-up of points (250/3)!  Thanks again to everyone for your help.
I ran into the same problem with Outlook 2007 and 2003 running on XP.  The issue seems to be linked to the "server timeout" value on the sender's copy of Outlook -- and a bug in the Outlook resend function.  Anything that delays the send process can trip the limit, e.g. emails that have large file attachments, a slow wireless connection, slow email server response, and delays caused by antivirus scans.  This can occur whether the user is linked to an Exchange server, Unix email server or simply connecting to the Web to via an ISP.

The best solution appears to be to increase the server timeout value -- to 5+ minutes if you have a fast connection, or more if the connection and throughput are slower.   (Select your main email account and pick edit/change, then "More Settings" then the "Advanced" tab.)

I hope this is helpful!