I start with a comprehensive list of all the recent songs that have been big hits - and then I go down that list and see if I can come up with funny ideas for them. I can always come up with ideas, but not necessarily good ones!
I was able to come up with a couple articles for the magazine, I was able to solicit help from a bunch of my friends to contribute pieces: Patton Oswalt, Seth Green, Emo Phillips, Chris Hardwick, John Hodgman, and more. It's very much a "Weird Al" themed issue, so I'd like to think that there's a lot of "Weird Al" flavor throughout but I think it'd be generous really to call me an editor.
I'm a music fan, and I can listen to the radio, or music, without thinking, "How am I going to screw this up?" [Laughs] If I'm really actively trying to think of a parody, then I'll have my antenna out, and be a little more proactive about it.
I'm free to do what I please, I'm probably not going to do albums. Just because I think releasing tracks as singles is a better way for me to stay topical.
My own personal tastes don't really have an effect on whether song is a parody target or not. But having said that, I try to pick songs that I actually like because I realize that I have to live with these songs for a long time, from when I'm working on them in the studio to possibly playing them onstage for the rest of my life. So I try not to pick songs that I know would drive me crazy.