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July 8, 2025 18 mins

This episode cuts straight to the heart of why difficult conversations so often go sideways for managers. It’s not just about saying the wrong thing—it’s about starting from the wrong mindset. Managers either avoid the talk entirely or come in too hot, trying to prove a point instead of seeking clarity. The result? Trust erodes, engagement drops, and the issue never really gets fixed.

You’ll learn why your approach to tough conversations either builds connection or creates disconnection—and how to shift from defensiveness to curiosity. This episode introduces a better framework rooted in calm, outcome-first thinking. If you want to lead conversations that actually lead to solutions, this one's for you.

 


Episode Timestamps

00:00 – Why most managers fail at difficult conversations
01:30 – Avoidance vs. aggression: the two common traps
03:14 – How tolerating issues trains your team to ignore standards
05:02 – The invisible damage of unresolved tension
06:47 – Outcome-first thinking: the mindset shift that matters
08:19 – How curiosity changes the conversation
10:12 – The new playbook: ask, don’t assume
12:07 – Creating safety in high-stakes conversations
14:23 – Recap: Calm leadership, clear outcomes
15:40 – Grab the free ebook: The Roadmap to Difficult Conversations

 


Links:

Claim your free copy of The Roadmap to Difficult Conversations

 

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