How does culturally sustaining pedagogy look in a personalized learning environment? That is the question we asked when examining the iLab academic program at Winooski High School in Vermont. With over 25 languages spoken and a large student population of new Americans, Winooski High School is the setting for this study that investigates student engagement and learning when students are part of a personalized learning environment. The findings suggest that focusing on the personalized learning that is student driven can create a space for new American students to explore and strengthen their cultural identity while at the same time developing an understanding of how to interact in a new community.