How do I make Outlook download images automatically/by default Outlook currently puts a banner at the top of my emails asking me for permission to download images.

How do I make it download this automatically and not ask me?
Outlook Mail Settings


Go to Preferences... ⌘+, in Outlook
Select Reading under Email
The Security settings allow you change "Automatically download pictures from the Internet:"


In all messages
In messages from my contacts
Never



The default is never, that is why the 'banner' appears.  Change it to one of the other options based on your preferred usage.