We examined how parents and educators in a low-income school conceptualize parental engagement, and how school, work, and family domains together shape these parties’ practices as well as understandings of how and why parents engage. From interviews with the principal, five teachers, and 17 mothers of children at a Title I elementary school, we observed mothers’ varied approaches to juggling employment and caregiving responsibilities with desires to be involved in their children’s education, strategies often unknown and mismatched to the focuses of school staff. The study suggests the value of engagement opportunities tailored to families’ unique circumstances and assets.