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PDF Attachments and Outlook 2003

I have a client that will receive an email with a PDF attachment (3MB) fine.  If he forwards the message it goes.  If he saves the PDF and re attaches it in a new message it will not send.  This has happened multiple tiimes and not from the same client. You hit the send key and nothing happens.  Is it possibly a security issue? The workstation is connected to an Exchange Server 2003
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captjcret
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captjcret
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1 Solution
 
jasonconCommented:
Does it only happen with PDF files or large files in general? are you running outlook in exchange cached mode? Are you using the export to mail function of acrobat? I don't know why but with some files when you export them out to email I have seen situations where you have to repeatedly click the send button before it will actually send it. Im talking 20'ish times.

do you have mailbox/message size caps set on exchange?
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captjcretAuthor Commented:
The only attachments they are sending are PDF's.  Yes they are running exchange in the cached mode.  No they are not using the export to mail function of Acrobat.  They are no limits set for mail with exchange.
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jasonconCommented:
Is there AV running that scans the attachments on the client prior to them being sent? if so disable and try sending. If that solves your problem turn off outgoing attachment scanning and re-enable the AV.
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captjcretAuthor Commented:
We already disabled the Nortons and still had the same problem.  What is interesting is that there are 25 workstations connected to the same server and they are all running the same software and the problem only seems to be with the one workstation, the others have no problem.
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jasonconCommented:
"This has happened multiple tiimes and not from the same client."-- same workstation different users?

that is interesting I would have bet money that it was going to be either an AV or anti spam program causing the problem. There are no security settings in outlook that would cause this to happen.

Have you tried the repair/reinstall feature in outlook?
Also try disabling all of the outlook addins tools-->options-->other-->advanced options-->addin manager
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peakpeakCommented:
First try this: Close Outlook, click Start->Run, type Outlook /cleanprofile
If that doesn't do the trick then recreate the Outlook profile. Profile corruption is the source of many strange behaviours in Outlook.
You may first want to save away the address cache (the .nk2 file) which contains the addresses the user has prevoiusly sent successfully. You find the .nk2 file here (XP):
C:\Documents and Settings\<user>\Application Data\Microsoft\Outlook
(Vista: C:\Users\{username}\AppData\Roaming\Microsoft\Outlook)
If you do not know how to recreate a profile: http://www.howto-outlook.com/faq/newprofile.htm
After recreating the profile you can restore the .nk2 file to the same location assuming you used the same name for the new Outlook profile.
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captjcretAuthor Commented:
I have narrowed it down to being the PDF file itself.  The customer has Adobe 9.0 Standard installed.  He must "optimize" the pdf file.  While the pdf file is open in Adobe 9 you click on Advanced and then PDF Optimizer and then save the file and then attach this "optimized" file to the email.  Then is goes.  I don't know if this is something with Outlook or Adobe.  If it is with Adobe it would sure be nice if it automatically optimized all PDF's.
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jasonconCommented:
A pdf file being optimized or not should not make any  difference when attaching it to an email as far as outlook is concerned a file is a file. the non optimized version may be slightly corrupt. the size of the file itself may be part of the problem. Try zipping normal adobe files and see if this also takes care of the problem. also try attaching another type of file that is similar size and see if you have trouble sending.
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captjcretAuthor Commented:
It looks like it was one of the Outlook Plugins that was causing the proble
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jasonconCommented:
I think that is what I suggested in the message listed below

      04/22/09 03:12 PM, ID: 24210220
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