Email Issues

Webmail is not in Sync with Outlook, Entourage, Mac Mail, my Blackberry, etc.

Problem: My e-mail clients (Outlook, Entourage, Mac Mail, etc, etc) are not in sync with the e-mail server (represented by Webmail)

Solutions: Various. You don't want to use POP accounts. IMAP accounts are OK if you remember that IMAP by default only downloads your Inbox and your Sent items (though with some e-mail clients, IMAP sent items may still differ from the server's sent items). However if you're using the Exchange protocol (for the most part) and your mailbox does not sync properly, there are a few things to try: Make a new profile in Outlook (switch to a new identity in Entourage). Let it sync up. Does Outlook/Entourage match what you see in Webmail? If you want to avoid setting up a new profile, you can try repairing your current profile. For outlook, this involves running a Microsoft program called scanost.exe (http://support.microsoft.com/kb/287497), for Entourage this involves using the Entourage Database Utility (http://support.microsoft.com/kb/268322). In addition, for Outlook, you can also force Outlook to cleanup your profile: Exit out of Outlook (File => Exit), click on Start => Run => type in "outlook /cleanprofile" (without the quotes) and click OK. Finally, for Blackberries you should make sure that your are connected to our Middlebury blackberry server (not available for students), and not using POP or IMAP. For the blackberry, you may need to review your mail options - the blackberry by default shows you a "unified" view in your Inbox, dumping sent/received messages in the same "view" - it's possible to turn this off.

I've sent an email from a shared mailbox, but the email was not sent

Problem: You've sent email on behalf of a shared mailbox, but no one received the email

Cause: If you're using a new mailbox (recently created) you'll need to log into that mailbox directly before anyone can send on behalf of the mailbox.

Solution: Go to webmail and logon to the mailbox using the mailbox username/password. If you don't know the password for the mailbox contact the Helpdesk. NOTE: Student groups with questions about student group mailboxes should contact the CCAL office for password information.

Message Content Rejected Error From Barracuda

Problem: Customer sent an e-mail with a URL and received an "Undeliverable" message from Barracuda. The body of the message from Barracuda states the following:

You do not have permission to send to this recipient.  For
assistance, contact your system administrator.
< #5.7.1 smtp; 550 5.7.1 Message content rejected, UBE,

Cause: In the hopes of preventing URL spam, the Barracuda spam filter blocks URLs to outside (non middlebury.edu) e-mail addresses. OR the email contains any kind of compressed file, including .zip, .rar, and .docx. 

Solution for URLs:

Solution for Attached Files:

  • Remove or rename the extension to something like .txt
  • In some cases whoever is recieving file will have to replace the original extension
  • OR don't save in compressed format (ie save as word 2003 document rather than 2007)

This is what the Helpdesk suggests when such an issue is reported (doesn't mention compressed files):

The most likely culprit for the Barracuda Spam Firewall to have rejected an outgoing message from you is an embedded link in your message.  
You can send the text of links, but the text only.  In order to fool the firewall a link must look like this:
rather than
and the recipient would be required to copy and paste the address into their browser.

With yahoo or other free email accounts the weblinks show up at the bottom of the message and these are sometimes blocked.  Check your 
message and see if it has these links and then resend with deleting the links before sending.  Let us know if you still have problems.

Alternatively, perhaps a more complete version (? feel free to edit):

Your emails were blocked by our spam filter (barracuda), which is why you received those undeliverable emails. Without having copies of the 
emails you were trying to send, I can only speculate, but usually outgoing emails are blocked for either having a compressed file with 
extensions like .zip or .docx, or for having a link or multiple links the spam filter thinks are suspicious.

If you had an attached .zip or .docx or other compressed file, you can try sending the email again from an outside address (i.e. your 
gmail address) so that the email never interacts with our spam filter. If your email contained any links, again you can try sending the 
email again from an outside email address, or you can remove the http://www from the beginning of the link, or otherwise make the link 
unclickable. If the link is unclickable or the http://www is missing from the beginning of the link, the spam filter should not block the 
email. However, the person receiving your email will have to copy the link into his or her address bar and add the http://www again in 
order to get to the website. 

Unfortunately there is no way for us to change the spam filter's settings in order to allow individual outgoing emails. You can allow 
individual incoming emails by going to go/spam, but there is no way to change the settings for outgoing emails.
Please let us know if you start having issues with outgoing emails that do not have attachments and do not contain links.

Outlook Web Access (WebMail) is stuck in the "light" version, even though I have not chosen it.

Outlook Web Access (OWA) in its full version runs only on Internet Explorer version 6 or higher.  All other web browsers will have the checkbox for the "light" version checked and grayed out when you login.  The light version has several limitations including immediate access to all folders in the mailbox without a drop-down menu and no access to attach to an additional mailbox.  Some have discovered that though they are logging in with Internet Explorer and have not checked the "light" box, they still get the OWA Light experience.  In this case, click on Options, then on Accessibility on the left, then uncheck the "Use the blind and low vision experience" checkbox.  Click Save above.  The next time you login, OWA will have additional options.

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