Adult Sasuke witnessing the village he once abandoned, specifically hearing Tsunade mention a "genin who recently deserted the village" (referring to his younger self). Boruto Anime Review - Episode 129

A quiet night where Naruto asks Boruto about his family, unaware he is speaking to his own son.

The standout moment is the "bittersweet" interaction between Boruto and a young Naruto. Seeing Naruto living alone and yearning for a family—while his future son watches—provides a powerful perspective shift for Boruto.