That professor and one of the others in our major are constantly plotting against it in order to bring its demise; though the entire university is pretty entrenched with it unfortunately. It has everything ranging from terrible exploits to legacy code which no one knows what it is, what it was used for, or why it is even there.
One quarter, those two professors found a hole allowing them to insert a link which would show up for everyone who used it in the entire university. And thus, for 1 quarter, the system had a link at the top labelled "cat farm" which was visible to everyone in the university.
Then there was some sort of 'agent' system which allowed for automated emailing if certain user conditions weren't met. Naturally, the professor found this and decided to pester another professor by creating an agent which would automatically email another professor if he hadn't logged into the system in the past 24 hours. After about 3 months of this, the professor getting the emails was getting kind of annoyed at the near-daily messages from "Agent Of Irritation" (since you could name the sender in the agent system, apparently), and begged the other professor to turn it off. So he went back into the system to turn it off and... found that a patch had remove access to the agent system. So it was still there and will continue sending him near daily messages until an end date at some point in the distant future.
Get him started about how terrible the system is and the conversation can go on for hours.