Why does Outlook 2013 not send my email?

Question

The problem:

Outlook 2013 will not send email with a particular symbol, namely a piece of paper with a pencil.

Such a symbol is probably created when I edit an email. The top symbol with the traditional envelope, sends no trouble, the bottom one sticks in the Outbox and is not sent.

Question: What causes this behaviour? How can I overcome it and send my email.

Solution 1

That icon represents a draft in the outbox, or something edited while it was in the outbox. Try disabling add-ins like iCloud. source

Solution 2

For me it was a Norton add-in that just appeared.

Try

outlook.exe /safe

from the command line. If that works, start ruling out you add-ins.

Comments

[Raystafarian]

Is it a draft? Ah, it's a draft edited within the outbox. Check here. Disable add-ins to determine which is causing it.