Yeah, this is tried and perfectly possible. Only catch is, we would never try to send a 2GB file for attachment anyway. But, we can never tell the requirements, how and when they may change.
Came across a minuscule application that sends the files through your Microsoft Outlook 2003 ranging from MBs to GigaBytes.
The YouSendIt Outlook Plug-in allows users to send large files without opening a browser while handling files up to 2GB in size. Most importantly, you don’t have to worry about e-mail bounce backs because of e-mail server restrictions since the attachment goes through the YouSendIt server.
The Outlook plug-in handles network interruptions and resumes uploading your file when network connectivity is re-established. You can choose which attachments you want to send through YouSendIt Outlook Plug-in based on the file size. For example, you can choose to send all files larger than 1MB to go through YouSendIt automatically.
You can also choose to be prompted whenever an attachment is being sent so that you can decide whether to send through YouSendIt Outlook Plug-in or the e-mail server. In order to use YouSendIt Outlook Plug-in, please sign up for an account at YouSendIt site. Version 2.4 may include unspecified updates, enhancements, or bug fixes.
For more info on YouSendIt products like YouSendIt Express and YouSendIt iPhoto plugins and many more, Click Here.
Heard about good tool which works with outlook files-recovery pst files,first of all software is free,program recover data from files in *.ost and *.pst formats,permits to avoid data losses, when mail server administrators face a problem of viruses, hardware damages or software errors,will process a backup copy of your account in *.ost format, that is created automatically by your mail server and convert all messages, contacts and even attachments to a file with *.pst extension, you may open it offline by any email client,start working on corrupted pst file recovery with Outlook pst file recovery software.
Thanks for this post! Outlook Track-It (google that plugin!) is actually what’s keeping me on outlook. It’s helped me flag emails for followup reminders. Saving my business!