Nowell Academy in Providence, Rhode Island primarily serves pregnant and parenting, overaged, and undercredited high school students, 96% of whom have had past difficulties with consistent attendance. Nowell provides incentives for students to come to school by offering daycare services, learning experiences that connect curriculum to the real world, and resources like gas cards and gift cards for school supplies. Administrators noted they have "moved mountains'' in attendance, with rates rising to roughly 68% in recent school years. However, the extensive challenges young adults face outside of the classroom continue to make consistent attendance difficult, and because average attendance is a factor in Rhode Island's school performance ratings, Nowell is often compared to higher state averages for high school attendance. This has led some staff to want to continue working to raise attendance rates, both for accountability purposes and because of the importance of students engaging steadily in learning. Other staff feel it's more important to continue prioritizing relationship-building and engaging, real-world learning, since purely targeting improvements in attendance may not best serve the school's unique population. This case concludes with discussion questions for high school leaders working to boost students' engagement and ownership of their educational journeys, in addition to increasing attendance.