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Problem solved. Turns out I was doing everything right, the problem was with my school. See we have four servers, MS1, mbox1, mbox2, mbox3. The MS1 servers seem to handle incoming Exchange requests for initial configuration, at which point the configured computer starts using mboxX for its...

I'm the friend shadowwyvern referenced. First thanks for the input thus far, but OWA is working perfectly fine across all machines and all browsers. The problem lies solely with in Outlook. So I'm not sure how to proceed from here.