**As soon as possible I will start a bounty and award 150 (that's what I have) points for solution.**

I am developing Outlook add in. When message is sent, add in processes the message, it removes the attachments and sends them through different transfer channel and puts the attachment download links in message body. 

When using outlook with exchange server with "maximum send size" limit users can't even attach large files to message. Outlook displays a warning that imposes exchange limit.

To make it worse attachment is refused before any of attachment events are fired. 

I need a way to bypass this behavior. Something that will allow users to add attachments of any size by using outlook paper clip button, or drag and drop. Or good direction I can work on.

**Adding separate attach button is not an option.**