This is a great question and important topic. I often get requests from parents asking for intervention to help their shy child make friends. It's important to address shyness as a real issue because it causes students great anxiety when they don't feel comfortable in the the classroom, lunchroom, recess time, etc. For parents who meet with me, I invite them to join their child at recess time with a predetermined student who is kind, accepting, and would be a good fit for the shy child. I allow the parent to bridge the friendship and then when the bond feels solid, the parent will leave. The parent will continue to touch base with me to make sure their child is interacting with the new friend. I encourage parents to set up play dates out side of school so shy students can use playtime to get to know others. This is usually very effective and crossover into school environments easily.