This is a very interesting, provocative question I've been pondering intensely over the last few days. Is it really desirable to become enlightened?
By enlightenment, I don't mean becoming a true sage or anything like that, but merely coming to realize basic Taoist "truths" (about how most dualities and desires are simply meaningless human inventions).
Now, many people are very content with their lives when they are not enlightened. Perhaps they work for a charity or have ambitions to become a social activist. They believe that what they are doing is the right thing, and matters a lot.
Contrast that with me, who's currently "enlightened" in the sense previously described, and is feeling like nothing has meaning. This does not make me feel very content. Of course, Zhuangzi felt very content, but it took a lot of practice and dedication for him to reach that point. Whereas for those who aren't enlightened, I get the sense that many of them are pretty content without having to put in that kind of dedication.
In other words, isn't enlightenment the harder road to contentedness? Might I be better off trying to "forget" Taoism and postmodern philosophy and make myself like a "normal" person? Because what is really the benefit of all this uncertainty and nihilism?
I suppose another question that ties in with this is, "Is happiness the only thing I should want?" I know I've discussed this here before, with no clear answer coming out of it. But, basically, if happiness is the only thing one can really strive for, what benefit have I gained by adding uncertainty and meaninglessness to my life? By contrast, if there is some "higher purpose" than my personal happiness, then perhaps the uncertainly associated with Taoism is okay.
I'm not actually considering leaving Taoism; it's just that questions like this really bother me.