Although I retained conversational Spanish from years of academic coursework and lived experience, my own speech in the language remains slow and hesitant. I validated his feelings and clarified that I had asked which language his mother preferred for navigating dense administrative jargon, not which language she was capable of speaking. Now serving as a Latina principal in a predominantly Spanish-speaking school community, I find myself translating far more than literal language. I help families navigate educational jargon, intricate online platforms, and digital communication that can easily feel overwhelming without direct, personalized support. Yet when implemented without a human-centered lens, these digital tools risk automating the very sense of alienation that multilingual families already experience.