Every time log in Outlook needs to re-enter password to get mail. I have deleted my accts and created new ones but the problem still is happening, I have tried MSKB Article ID: 290684 and still no luck.
It was already in Auto, so I changed it to Manual and re-started pc.
Then I went back in and changed back to AUto. Opened Outlook, added password and closed, re-opened and still is asking for password.
I am clueless at this point, will reloading outlook help and if so what about all my saved mail?
Yes you can Repair Outlook, by going to Add\Remove programs and selecting "Change" (it may say something slightly different) on MS Office (office carries Outlook as you probably know)
As for backing up, yes you should always make backups
By the way leave the service in Automatic (mine is)
And also confirm that in your Outlook settings, (on the toolbar) That your password is also typed in there in your account settings. I think it has a "remember password" tick box as well. (I don't actually use Outlook)