Compass PD Podcast with Dr. Carrie Hepburn

Episode 73: Difficult Conversations in Leadership: Strategies for District and School Leaders


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No one likes difficult conversations, but effective leaders can’t avoid them. Whether addressing student performance, parent concerns, or staff accountability, the way you handle tough discussions can either build trust or break morale.

In this episode of the Compass PD Podcast, Dr. Stephanie Brenner sits down with Dr. Chris Greiner, Chief Executive Academic Officer for Raytown Quality Schools, to explore:
How to start tough conversations & keep them productive
Balancing accountability & empathy to foster trust
Common pitfalls leaders face & how to avoid them
Tactful communication strategies to de-escalate defensiveness
Go-to frameworks & scripts for handling conflict effectively

Leading isn’t about avoiding hard conversations but learning how to navigate them with confidence, clarity, and respect. If you're a school leader, instructional coach, or administrator, this episode is packed with practical tools you can use today.

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Compass PD Podcast with Dr. Carrie HepburnBy Compass PD

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