Aspire: The Leadership Development Podcast

What does it take to have a tough conversation that is both clear and compassionate? In this episode of Aspire to Lead, Joshua Stamper sits down with Erica Bear and Tiffany Burns to discuss their new book, The School Leader’s Playbook for Tough Conversations, and the practical strategies school leaders need when navigating conflict, feedback, and high-stakes communication. Erica and Tiffany unpack why these conversations are often avoided, how strong relationships and intentional preparation create better outcomes, and what leaders can do to stay calm when emotions rise. They share how to plan for difficult conversations, how to de-escalate when things go sideways, and why listening, clarity, and follow-through matter so much in leadership. The conversation also explores the role of self-awareness, emotional regulation, and connection in building trust with staff, families, and school communities. About Erika Bare & Tiffany Burns Erika Bare is the Superintendent of the South Umpqua School District. She