Setting goals isn't magic...it is exploration. Setting an easy goal is like deciding to drive to the 7-11: no surprise if you make it. But a new, difficult goal? You are mapping the territory of your inner and outer life, measured in the resistance you experience. Your values, beliefs, perceptions, and positive/negative emotional anchors, all exposed. Striving and "failing" shows you where work needs to be done--becomes the finest teacher in the world, if only you will listen.
An awake, aware being would understand both his capacities and the territory to be traversed, would never set a goal he could not meet. Have no worldly needs or wants beyond the steady production of "chop wood, carry water." But the only way to reach this point (for most of us) is to learn our perceived limitations and steadily expand our boundaries at the same time we anchor our centers. It is a lifetime of work...but do you have something better to do?