If I were to answer the question "How would you help a shy person come out of their shell?" I would say: with small steps, as an invasive way would only push them away. Gaining their trust, so that they let me find out where they come from. For, if we know the source, we know where to work for a self-confidence boost. And by NEVER betraying their trust. (The line is too smooth to cross. If we do, they're gone for good.) And by sending songs with and uplifting message!