Seismic shifts are shaking the landscape of K-12 education. Public school districts across the US have lost over a million students since 2020. Meanwhile, novel educational models--such as microschools and hybrid homeschooling--have more than doubled their enrollments. This paper explores what's driving families to seek these new learning environments by utilizing a theory and methodology called Jobs to Be Done. According to the theory underpinning Jobs to Be Done, people adopt new solutions--such as microschools--when struggling moments in their lives cause them to seek new ways to make progress in the face of those struggles. Through interviews with parents who recently moved their children to microschools, this research uncovered three Jobs to Be Done driving families' decisions: (1) Job 1: When I disagree with decisions at my child's school and I'm feeling unheard, help me find an alternative that will honor my perspective and values; (2) Job 2: When my child is unhappy, unsafe, or struggling at school, help me find an environment where they can regain their love for learning; and (3) Job 3: When my child's school is too focused on academic milestones and neglects other forms of learning, help me find a balanced educational experience for my child. As the educational landscape continues to evolve, the insights in this paper have the potential to empower new educational models with the understanding and tools to successfully navigate these changes. [This report was co-produced with VELA Founder Network and The Re-Wired Group.]