CADD is actually a fairly high-powered, responsible program and career path. I talked to someone who was working on it once, and the way she explained it was CADD is to architect what nurse is to doctor or paralegal is to lawyer. Working in the field is a fairly serious and technical job, as the word "drafting" implies, you work on plans and blueprints for building projects.
The problem, from the perspective of Chris' career, is that a two-year community college program is only the first step. In order to be a real CADD practitioner or whatever the term is, there are several more steps involving certification/liscensing and internships/apprenticeships. It appears that Chris didn't really pursue the next step, and I think it is clear to everyone he isn't really equipped to do it.
I think it was too ambitious a program for him. Using his certificate to its full potential was beyond his capabilities, and it is too specific training to be broadly applicable.
He probably would have been better off studying something like web design, where, if prodded in the right ways by Bob, he might have been able to have a mediocre "career" setting up and maintaining websites for places like his church. I don't know if he could have pulled that off, but he would have had a better shot than trying to get a job that involves him doing blueprints.