Pivotal moments in the analysis of children occur in surprising and fascinating ways. They are not predictable or measurable, but they create a new feeling in the analyst. The patient expresses something new, and the treatment moves forward. Often the analyst experiences an “aha” feeling, a satisfying feeling that pieces of a puzzle have fallen into place. The patient appears to feel more understood. How do these moments happen? Three case vignettes are presented in which pivotal moments occurred through the analyst's use of induction and countertransference feelings as well as techniques such as joining, mirroring, and contact function.