“HR Heretics” | How CPOs, CHROs, Founders, and Boards Build High Performing Companies

Beyond the Red Flags: Managing Leadership Evolution


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How do you navigate a founding CTO's transition when they're struggling to scale? Kelli and Nolan share hard-won wisdom on avoiding common pitfalls: don't rush to judgment, build trust first, and respect the deep bonds between founders. Instead of plotting replacements, focus on supporting growth - and remember that even the best transitions happen through relationships, not force.

*Email us your questions or topics for Kelli & Nolan: [email protected]

For coaching and advising inquire at https://kellidragovich.com/

HR Heretics is a podcast from Turpentine.

📰 Be notified early when Turpentine's drops new publication: https://www.turpentine.co/exclusiveaccess

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Metaview is the AI assistant for interviewing. Metaview completely removes the need for recruiters and hiring managers to take notes during interviews—because their AI is designed to take world-class interview notes for you. Team builders at companies like Brex, Hellofresh, and Quora say Metaview has changed the game—see the magic for yourself: https://www.metaview.ai/heretics

KEEP UP WITH NOLAN, + KELLI ON LINKEDIN

Nolan: https://www.linkedin.com/in/nolan-church/

Kelli: https://www.linkedin.com/in/kellidragovich/

TIMESTAMPS:

(00:00) Intro

(01:52) Avoid Premature Judgments

(04:43) Nuance and Relationship Building

(07:43) Sponsor Message: Metaview

(08:55) Further Discussion: Investing in Existing Leadership

(11:25) Additional Insights: Truth and Trust

(13:02) The Risk of Premature Action

(14:23) Summary and Emotional Dynamics

(14:46) Board Involvement and Conclusion

(15:37) Wrap



This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hrheretics.substack.com
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“HR Heretics” | How CPOs, CHROs, Founders, and Boards Build High Performing CompaniesBy HR Heretics

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