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The Right Altitude Field Guide to Hard Conversations

Having the Talk You've Been Avoiding

Don Eash
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Year
2026
Language
English

About

The most expensive silence in leadership is the conversation you're not having.

Every leader has one - the direct report you're managing around, the peer conflict you keep hoping resolves itself, the feedback that's a month overdue. Leadership stalls in the gap between knowing you need to say something and saying it. And the longer you wait, the more it costs - usually your best people first.

This is a field guide for the talk you've been putting off. Not theory - a practical arc you can work through before you walk in: reading the situation, preparing without over-scripting, delivering directly without being harsh, following through so the change holds, and handling the conversations leaders dread most - the performance gap, the boundary, the peer conflict, the one with your boss.

Start with the diagnostic to find where you break down, then go straight to the phase that fixes it. Every practice comes with a coaching question and a forty-eight-hour experiment - because the point was never to understand hard conversations. It's to have the one you're avoiding.

Don Eash is a Master Certified Coach (MCC, ACTC) who spent three decades leading teams at Disney, Universal, and Gateway Ticketing before coaching full time. Over 6,000 hours and more than 1,000 leaders - at Google, Meta, LinkedIn, AT&T, and dozens of other organizations - he has coached the conversation you're avoiding more times than he can count.

Part of The Right Altitude Field Guide series - a companion to The Right Altitude: What Nobody Tells You About Being a Leader.

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