1⟩ Tell us what are some of the challenges or roadblocks one might come up against in this role?
A question like this indicates that you're already envisioning yourself in the role and thinking through a plan of attack, should you land the gig. It's also a sign that you're well aware that no job comes free of roadblocks. It shows that not only are you not afraid to deal with those challenges, but you're also prepared for them.
The response you receive should help you better understand some of the less-than-ideal aspects of the job -- difficult colleagues, bureaucratic processes, internal politics, and so on. You can use that information to decide that the role really isn't a good fit for you ... or that you're up for the challenge.