All counseling graduate students participate in fieldwork experiences and engage in supervision to promote their professional development. School counseling trainees complete these experiences in the unique context of elementary and secondary school settings. As such, school counselors-in-training (SCITs) may seek to approach supervision with specific strategies tailored for the roles, responsibilities, and dispositions required of competent future school counselors. This article suggests practical strategies for SCITs, including engaging in reflection; navigating feelings of vulnerability in supervision; developing appropriate professional dispositions for school counseling practice; and practicing self-advocacy, broaching, and self-care. Counselor educators can share these strategies to help students identify their needs for their field experiences and prepare for their professional careers as school counselors.