Life on the practical level does not contain any subtle philosophy or subtle mystical experience. It just is. If we are able to see that isness, so to speak, then there is a sense of realization. We experience sudden enlightenment. Without a sense of hopelessness, there is no way to give birth to sudden enlightenment. Only giving up our projects brings about the ultimate, definite, positive state of being, which is the realization that we are already enlightened beings here and now.This is where I stumble with Buddhism: how do you know when to make a change? When to act? When to change course? According to Buddhism there is none of that; there is only right now.
Chogyam Trungpa Rinpoche (Crazy Wisdom, pg 95 via "Ocean of Dharma" mailing list)
But I'm not sure that that philosophy always serves you. What if you need to veer a little? What if you need to turn hard? What if staying in the same place, which is fine enough, adds up to a pretty big wrong-direction in the long haul?
If I were so lucky as to be able to ask a good teacher questions, that is what I would ask. But hopefully more eloquently.