Prayer is about love, not insight. It is meant to establish friendship. Friendship, as we know, is not as much a question of having insight into each other’s lives as it is of mutually touching each other in affection and understanding. Friendship, as John of the Cross puts it, is a question of attaining “boldness with each other.” When we have touched each other’s lives deeply, we can be bold with each other. We can then ask each other for help, ask each other to be present without needing an excuse, or share our deepest feelings. Good friendship inspires boldness. The object of prayer is precisely to try to attain this kind of “boldness” with God, to try to reach a point where we are comfortable enough with God to ask for help, just as we would a trusted friend. But to reach this kind of trust we first must let God touch us in the heart, and not just in insight.
—from the book Prayer: Our Deepest Longing
by Ronald Rolheiser