Dang, thanks jason! I will definitely go the route of open-ended questions. I have already checked over the first applicant's resume and some of their example work. For being out of college for only a few years it looks like (on the surface) they have the basic skills (technically). What it may end up being as more of a client-relationship manager. I guess I'll have to clear the tension at the beginning to see how well their communication skills are (most important) and task-management (critical). I'm not sure if it holds any bearing, but what should hold more weight: A person with more freelance experience or a person with more experience working for someone?
Now I need to conscript a co-worker to recon their car before the interview