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Why is my e-mail message with an attachment is sent repeatedly to recipients - Outlook 2003?


When you send an e-mail message with a large attachment, you may experience situations where that message is sent repeatedly to recipients until it is deleted from your Outlook Outbox.
The message never appears in your Sent Items folder.
The problem might be related to the connection time-out to your e-mail server. If the size of the attachment in the e-mail message is too large, the e-mail message cannot be sent within the time limit. As a result, the message is sent repeatedly. To resolve this issue, use the following options:

Option 1: Increase the server time-out limit

  • Tools menu → E-mail Accounts
  • View or change existing e-mail accounts → Next.
  • Select e-mail account that you want → Change.
  • More Settings → Advanced tab.
  • To increase the maximum time duration for e-mail server connections, under Server Timeouts, drag the slider control.
  • OK → Next → Finish.

Option 2: Compress the file you are attaching to the message

Zipping a file creates a compressed version of the file that is considerably smaller than the original file. File types that are reduced the most after zipping are text-oriented file types, such as .txt, .doc, and .xls, and graphics files that use non-compressed file types such as .bmp.

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