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In Episode 43 of the Talent Sherpa Podcast, Jackson Lynch tackles a tough but inevitable scenario faced by every CHRO: dealing effectively with a high-level leader who happens to be the CEO’s favorite yet is causing significant organizational damage. 

Many CHROs hesitate in these moments because of political risks and personal fallout. Jackson makes the case that having courageous, business-driven conversations is not just optional, it’s a foundational requirement of your role as the organization’s mirror of truth.

Listeners will learn why managerial courage is a crucial but often misunderstood leadership competency, how to skillfully surface hard business impacts rather than vague or emotional complaints, and why carefully navigating power dynamics is essential to protecting both your credibility and your effectiveness. 

Jackson candidly shares personal lessons from his own experiences, highlighting the importance of strategic preparation, quiet coalition-building, and offering solutions that protect both the CEO and the organization.

If you’re a senior leader who recognizes the importance of facing difficult truths head on, this episode provides clear guidance on how to effectively confront delicate executive-level issues with confidence, clarity, and precision.

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Coaching is where it closes fastest — Jackson has developed CHROs from both sides of the table, as their leader and as their coach. The CHRO Ascent Academy, CHRO Chronicles, and the best-selling Substack are there too. 

All at mytalentsherpa.com.

In private equity: Propulsion AI surfaces workforce risk before the close and translates strategy into individual accountability after it. Before AI automation -  drive outcome clarity with digital teammates to do the work fast and at scale. 

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