I've been on both sides of that desk.
As the hiring agent, I asked questions that tried to figure out what the sales person would be like after the initial enthusiasm wore off and shit got hard. Depending on the sales cycle "the dip" between figuring out the territory and a steady stream of orders can be a significantly long time. Having the preparation and strategy to deal with that is what makes or breaks a sales pro.
As a sales pro, I'd want to know about how the territory was managed before, what info exists on the current accounts and prospecting and how much of my time I will have to spend determining the decision maker, company hierarchy, and repairing botched relationships. Each company/territory I've taken over there was either no CMS or it was done on note cards, it's appalling how some people run their businesses.