The Gospels contrast the disciples of Jesus who were not consistently clear about what they wanted with those at the margins (like blind Bartimaeus) who were completely focussed on their need.
Jesus keeps asking a question (actually or implied) of those he encounters to help them understand that their present desire was masking their need or was leading them away from understanding their need of God.
From Winn Collier.
…accountability is a Christian buzzword. Designed to aid spiritual formation, the (good) intention is to walk and struggle and live honestly with a spiritual friend who know s our foibles and our mess and loves us toward Jesus anyway. However accountability often devolves into a spiritual lashing, when we attempt to manage our behaviour by the sheer terror of having to ‘fess up. Numerous lists of questions have been designed to serve the accountability process, but they usually tread shallow water, only uncovering external scandalous behaviours: Have I looked at porn this week? Have I used my money wisely? Have I given emotional intimacy with someone other than my husband? However, I have never – not once – seen Jesus’ question make the list: what do I want?
Winn Collier, Holy Curiosity, Baker Books, 2008, pgs 147-148.