One of the lingering results of past failures is that at the memory level this can prevent new risk taking. Many times the memory is deep within us, and there are times when the residue is not really conscious. In order not to have these memories govern the present and future it is important to replace them with new memories of success.The new memories do not have to be earth shattering, but we know from study after study that when a person succeeds at something they are more open to going further.
The point is to take a baby step toward something you have been thinking about for a long time. Structure this big toe out of your comfort zone so that it is almost a sure lock to work. Repeating this over a few times will create new memories, and allow you to take more than a few baby steps.