Hello, my name is Dan.
I will do my best to help you, the only stupid question is the unasked one.
Apple recommended the anti virus software? OS X has built-in anti virus software and needs no third party stuff, it causes more harm than any good.
FYI, I have used Macs since 1989 and other than trying Norton once (it erased my hard drive) I have not used any anti software since.
I have owned more than 100 Macs over the years and presently own 18, none have that garbage on it.
That is the first thing I suggest is totally removing that anti software from your Mac.
Instead of verifying do repairs, that will save time because the verification will not always turn anything up and permissions usually have issues.
Once the anti is gone reinstall Office Outlook, that should get it working, if not then uninstall Office and reinstall the whole thing.
Please let me know.