From Webster : Trust : assured reliance on the character, ability, strength, or truth of someone or something.
As one takes the free-fall into the unknown, a trusting of self is an aspect of trust. When we choose the path to seek truth and wisdom, which is innate with in each of our selves, we will find a well over flowing with the strength of character and the ability to trust one's self, to stand in your personal truth. The wisdom held within is the knowing of self, befriending your soul and living from the heart.
One of the trappings of walking the path of ascension/enlightenment -- call it what you wish -- is the holding on, the attachment to, any set of teachings. The memorizing of a set of teachings can lead one to a false sense of enlightenment and one mystical experience does not an enlightened being make. When we blend our emotions, the mind, the mystical, into the physical body, you are now embodying the path of a spirit-driven life.
Observe yourself as you stumble, so you, as the watcher, can pick yourself up, call yourself on your own crap and process. Trusting that you have done enough of the work, to work for yourself and knowing you can move though any stumbling block your spirit may lead you down. These stumbling blocks are spirit at work, giving you opportunities to see if you have achieved the level of awareness and true wisdom within.