Outlook 2011 does not have the "Send Again" message option that was available in Entourage. We hope that this will be added back in a future version of Outlook for Mac, but in the meantime you can replace that functionality by installing a small AppleScript file that will add a resend option under the scripts menu in Outlook.
- Download the "Resend v1.0" script.
- Place the script file in the following directory:
[home directory] -> Documents -> Microsoft User Data -> Outlook Script Menu Items
- The "Resend v1.0" option should now be available under the scripts menu in Outlook: