I think Chris learned enough AutoCAD to make his mall and mayor's office. I don't think that was Bob because Bob would have done a better job. Also,
Chris attempted to raise $5000 to buy Lego sets to build his mall. If Bob designed it Chris wouldn't have cared that much.
Chris seemed to think whoever designs a mall picks which stores go in the mall, like he didn't seem to understand the mall rents out spaces to whatever retailers will pay for the space. So it's full of places for Chris to play with toys and eat junk food.
While Chris was awarded an associate's degree, I can't imagine him passing his coursework in the way a normal student would. When I've looked up the requirements for his degree, I've found he would have had to take courses like CADD System Management, Materials and Processing in Manufacturing, Intro to Materials and Methods of Construction, and two semesters of Technical Mathematics. Chris doesn't seem capable of that. It's possible he failed courses and had to retake them the next year, as some were offered only in the spring or fall semesters. This could be a reason why he needed five years to get a two-year degree, along with his one year suspension.