Question: I often see lots of questions that are along the lines of 'What is the best software / tool for X?', or 'What is your favorite trick for x?'. 

They seem to be the sort of questions that generate the most reputation, at least on serverfault. I kind of don't like these questions, but that is just me so I am wondering what the official take is. Is there another question that someone should ask themselves when posting this sort of question that determines if it is appropriate?

I personally don't mind, 'I am looking for a good tool to do the specific task of X'. Just the general / vague ones. 

*Are these good questions? should they be community wiki?* 

I am *sure* this has been asked before, but I couldn't find it searching this site.

Answer: 
Any time I see something that is looking for the best, "must have", "most", etc, it is almost a dead give away to me that it is going to be an open-ended discussion and therefore going to get moved over to Community Wiki (this is SuperUser). So far it has been pretty effective at limiting the reputation affects these questions will have.
My instinct is to want more designations for questions, because I professionally find the "tools" posts to be FAR more useful (and appropriate for rep, tho maybe at half the level of actual questions) than the "joke" and "funniest" posts (which should have rep stripped from them, IMO, they have nothing to do with technical skill).

On the other hand, since they all fall into "not the stated purpose for the site" bucket, I could see where there's a lack of interest in creating the administrative overhead to subdivide questions into additional categories.