This is a great idea--I think it's so important as a child to have something to relate to when you feel uneasy about a situation. Often times I think it's hard for parents to relate to situations they might not be familiar with, so I think this is a really good idea.
I really like how your idea happens quarterly. I think it's important to keep people on track throughout the year, and weekly or monthly updates can sometimes just be too much. Really great job, good luck in the rest of your prototyping and refinement!