I have two issues

I am sending out resumes with >1MB of attachments each. I have over 300 recipients receiving the e-mail.

Whenever I open outlook it crashes immediately. It manages to send one or two e-mails before it crashes, but there are still the 300 recipients waiting in line.

The worst part is, when I look in my gmail 'sent' folder, it says I have sent 10 copies of the e-mail to each recipient. The number just grows every time I re-launch outlook.

I have tried to cancel all the emails in the Outlook Outbox, to no avail.