Much as absolutism makes for simple priorities, applying these general principles out of any context is going to make you wrong no matter what you choose. As in game theory, where mixed strategies often defeat any individual strategy, the best, the worst, and the middle all encounter their uses in different spheres.
Personal possessions? I'm fine with the best or the worst, but not always. For instance, I could buy one of the world's most powerful supercomputers if I were rich enough, but I'm fine with my MacBook Air.
Also, try political or religious thought. I typically prefer a moderate liberal or conservative to a fire-spitting Tea Partier or an ardent communist. I also prefer secular humanism to, say, fundamentalist Bible-bashing or virulent atheism.
I propose a different criterion: the right philosophy for the right context.