In this episode of The Good Life EDU Podcast, we sit down with Elizabeth Dampf, a school administrator in the Chicagoland are and author of the new book from ASCD, Am I Cut Out for This? An Educational Leader’s Guide to Navigating Self-Doubt. Together, they explore the often unspoken realities of school leadership from early career challenges and feeling like an “instructional imposter” to facing difficult meetings and the isolation many leaders experience.Elizabeth shares candid insights from her own journey as an administrator, explains why self-doubt is so prevalent (yet taboo) in the field, and offers practical strategies that leaders can use in real moments of uncertainty. Whether you’re a veteran principal or a new admin, this conversation — and Elizabeth’s book — will remind you that you’re not alone and that leadership skills can be learned and strengthened over time.