Live from CultureCon 2025: Wrestling with Leadership Chaos with Coleman Williams episode artwork

EPISODE · Dec 16, 2025 · 24 MIN

Live from CultureCon 2025: Wrestling with Leadership Chaos with Coleman Williams

from The CultureCon Podcast

What happens when every leader in your company defines "leadership" their own way? Spoiler alert: chaos. Live from the CultureCon 2025 studio in Madison, Wisconsin, Nikki Lewallen Gregory teams up with Coleman Williams, co-founder of Wrestling With Talent, to get real about the chaos that comes from undefined leadership. From inconsistent one-on-ones to unclear goal-setting, they explore how structure creates fairness without crossing into micromanagement. They also unpack how companies can onboard leaders with clarity, integrate AI for more effective training, and give employees a consistent, people-first experience, especially during change. This is your blueprint for leadership done right.   Additional Resources: Connect with Coleman on LinkedIn Learn more about Wrestling with Talent Connect with Nikki on LinkedIn Connect with Zach on LinkedIn Connect with Nick on LinkedIn Learn more about CultureCon Follow PeopleForward Network on LinkedIn Learn more about PeopleForward Network   Key Takeaways: Clear leadership expectations reduce workplace inconsistency. Guardrails are not micromanagement, they offer direction. Start small to avoid overwhelming leaders with change. AI can enhance, not replace, leadership onboarding. Consistency supports fairness in the employee experience.  

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Live from CultureCon 2025: Wrestling with Leadership Chaos with Coleman Williams

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This episode is 24 minutes long.

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This episode was published on December 16, 2025.

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What happens when every leader in your company defines "leadership" their own way? Spoiler alert: chaos. Live from the CultureCon 2025 studio in Madison, Wisconsin, Nikki Lewallen Gregory teams up with Coleman Williams, co-founder of Wrestling With...

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