Leading Through Pain to Transform a System

If you’re struggling with return-to-office resistance, disengaged employees, or rising mental health challenges—you’re not alone. But what if the key to transformation isn’t strategy or pressure... but empathy, presence, and lived experience?

In this memorable episode, Rosalyn Van-Jackson—a senior leader in one of Oklahoma’s largest school districts—describes how she transformed her own trauma into the basis for systemic change. With an ACEs score of 7 and a childhood filled with abuse and suicidal thoughts, Rosalyn offers a level of insight, courage, and compassion that few leaders can match.

Post-pandemic, she guided her 2,500-employee organization through one of the most practical and human-centered transformations you’ll hear about. She reimagined everything: childcare, mental health supports, wraparound services, and what it truly means to value each employee—from bus drivers to teachers.

Her story is not only inspiring—it’s a masterclass in leading through disruption, rebuilding trust, and creating environments where people can heal and perform.

Rosalyn’s life gave her the tools. Her leadership shows us the way.

Content warning: This episode includes discussion of childhood abuse and suicidal ideation.

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