The future of teaching will increasingly rely on overseas-trained teachers (OTTs) to address teacher shortages. While research on OTTs in the United States is expanding, studies focusing on Afro-Caribbean teachers are emerging. Despite the growing call for more teachers of color, Afro-Caribbean OTTs’ contributions are often overlooked due to their immigrant status. We propose the concepts of “radical transparency” and “fugitive care” to articulate how these teachers’ classroom practices offer alternative possibilities for schooling, making the learning process both explicit and equitable for all students. Drawing on a Transnational Black Feminist Framework (TBF), we highlight the unique politics of care practiced by these teachers, revealing gaps in our cultural understanding and underscoring their vital, yet understudied, contributions to education.