It sounds like there are two separate questions here, one concerning habit and the other concerning becoming aware of unconscious content.
Habits are structures of agency that we deploy as an automatic sequence. We do this, generally, for the same reason that we employ sub-routines and model objects on programming: It sames an enormous amount of time, and increases consistency, among other things. Habits can be thought of as being of two classes: 1) Those we have personally thought out and if necessary redesigned and streamlined to suit our personal taste in living, and 2) Those not so analyzed and modified. Habits are necessary. Part of evolving includes the ongoing process of moving habits from group 2 to group 1. This is especially so with habits of thought and feeling, but even physical world habits (driving, walking, hygiene, etc) rate a regular revisiting. For more thoughts to think with on this topic, see James: http://psychclassics.asu.edu/James/Principles/prin4.htm
. See also Casteneda: http://www.american-buddha.com/disrupt.routine.htm
on the disruption of routines. (Note: Those two texts will seem to contradict each other. It's up to you to assimilate and make best of use of each.)
Become aware of unconscious contents of the psyche is cousin to the evolutionary dynamic of evolving by becoming aware of, and learning to intelligently manage, habits. There are several radically different classes of unconscious contents though, and while, ultimately, it is our responsibility to bring them each into awareness for review, that is a probably a process that goes on forever, or ought to. There are any number of somewhat brainless techniques for mining this material, but I am thinking that a person would be at a real advantage to attempt learning to methodically tackle the business from within the framework of a decent modeling system. Here I would recommend the writings of Carl Jung; and the best access to them that I am aware of is through Joseph Campbell's anthology: http://books.google.com/books/about/The ... oT6KNuZ74C
. Alternatively, here is a website to get you started with that: http://www.carl-jung.net/