I am all for more generic questions (despite the fact that the questions I have asked are usually very specific) and found that recent blog post interesting.
However, I think it is important to figure out when two questions on what seem to be the same topic are really about a more general issue. Perhaps those of you with more experience on other SE sites can bring in some insight on how it works across platforms on SU or across programming languages on SO.
Personally, I feel that we should make an aggressive push to generalize distro-specific questions and simply mention portability issues within answers.
However, I think that command-line questions versus gui questions on the same topic are really different questions that attract different types of users and clearly different solutions. Combining them may make it hard for a clearly "best" answer to emerge and could slow the natural collaborate process that happens between answerers on many of the command line questions. Personally, this isn't a hill I think this worth fighting for, so if we decide to merge all of the GUI and command-line variants of similar questions, so be it. I'd much rather see all the "on Debian" or "on Ubuntu" questions generalized first though.