To be a Jew means to swim eternally against the dirty, criminal tide of Man.
I am happy to belong to the most unhappy people on Earth, for whom the Torah represents all that is most lofty and beautiful in law and morality. - Emanuel Levinas, "Difficult Freedom" Essays on Judaism (1977)While the above quote might leave some people unsettled, it inspires me, in a sense.
I believe that it is an important thing for each and every one of us to be able to summarily explain - on a personal level - why we are happy to be Jews, similar to the way Levinas puts it. That is, if someone were to ask us: "Why do you do all these things? What is it about Judaism that you cherish, what is it about being Jewish that you enjoy?" we should have an answer that reflects our true inner thoughts on what it means to us - as individuals - to be Jews.
The RaMBaM constantly exhorts his readers to always question, to always search for meaning - within the context of the Torah - and determine how to better oneself. Assessment and evaluation, and then reassessment and reevaluation.
And yes, we all need to find something about Judaism that we enjoy. It is not difficult to be a Jew; like Rav Moshe Feinstein OBM once said, "It is geshmak to be a yid (Jew)!"
There are many advantages to this exercise; it forces us to look inward and really focus on what characterizes us as Jews, how we identify with our birthright, and examine that idea and question if that thought, that self-conceptualization is enough...