I've had the same questions regarding how the Outlook Add-in can help during the Weekly Review process. The closest tutorial I've seen yet is Kelly's "Outlook Tips and Tricks" webinar.
iTunes lists it as a 2+ hour webinar; but, it was actually only about 1:15 and very informative.
I'm still in search of more topics relating to using the Outlook Add-in to do a Weekly Review. I'm going to watch the "GTD Outlook Add-In Coaching Series": Calendar/Tasks/E-mail/Notes (all separate videos). I think there may be more in those videos about this topic.