I believe that the majority of TW questions are going to be asked about situations in which the OP desires confirmation of their position.
There are just a couple types of potential perspectives questions will be asked from. The first is an employer seeking how to handle a situation; the second is an employee doing the same. If it's an employer then they are either wanting confirmation of the approach to take OR seeking how others approach certain policy formation. The latter isn't as likely as the former. Why? Well, that has to do with the people approaching a website for answers vs asking their own HR/Legal departments. Namely, businesses that can afford to pay for expert advice will. More to the point, you won't see a Microsoft, General Motors or Aetna manager posting a question on how to handle a workplace question here; they will ask their HR department.
You may see questions from new startups asking how to define things like vacation policies or when to term someone. However the type of person that is an entrepreneur is someone who will generally already have a position on a topic before they seek outside advice...
The next group are employees. Employees are going to ask questions about how to deal with bosses, company policies and coworkers. Again, confirmation bias is incredibly likely here.
So, to answer the question in the title: "How should we deal with..." The answer is simply to give them the truth as you see it: unvarnished and to the point. In many cases it will likely boil down to how you would handle the given situation given your own perspective. How the OP decides to take that is completely up to them.
To answer your other questions:
"Are questions like this a good fit for this site?" I think that if you toss out questions like this then there won't be a site. So proceed with caution.
"Do we want to welcome questions where the OP is most likely looking to feed his/her confirmation bias?" Same answer as above.