I schedule emails to go out at certain day/time, when that time comes nothing happens, emails just sit in the Outbox folder until I manualy push them out or delete them. anyone any ideas? Thank you

Are you using Exchange? Are you in offline mode?

As mentioned above, it could be that outlook is working offline. (check the bottom right corner, by the clock to see if it says "offline") If thats not it, are you using outlook in cached mode? the ost file could be damaged. If this is the case, close outlook and delete your profile's .ost file. outlook will rebuild and you can try again. (clear your outbox first, as this will not come back) The .ost file is located in c:\documents and settings\user\local settings\application data\microsoft\outlook\