One of my rules which I have configured in Outlook does not work automatically. However, it does run fine when I choose “Run Rules Now…” manually. I don’t do anything fancy with the rule as all it does is moving the message to another folder.

How do I get this rule to run automatically?

Sometimes I add attachments which are too large to send and the message will hang in my Outbox.

I know my ISP has a limit of 10MB but I sometimes get too excited with adding large pictures or other stuff.

Is there any way I can work around this so that I don’t get any Send/Receive errors and have to pry them out of the Outbox?

Web addresses in the messages I get in plain text do not longer display as clickable hyperlinks.

How can I re-enable them?

I’m using an Exchange account and have also the mailbox of my boss configured in my Outlook. All works fine except that when I delete messages from this mailbox, the items are moved to my Deleted Items folder instead of the mailbox of my boss.

How can I configure this?