When they’re your best player or most productive employee, but ALSO the biggest thorn in your side.

We’ve all been there and had to deal with the type. What do you do?

This episode transcends the specific context of coaching a high school athlete to tackle a broader, universal challenge faced by leaders, managers, and professionals everywhere. Whether you’re navigating a workplace dynamic, coaching a team, or leading a group, this discussion will equip you with strategies to help difficult individuals recognize their behavior, foster deeper connections, and ultimately drive meaningful improvement.

Brett dives into actionable insights to help you set boundaries, uncover root issues, and avoid falling into the trap of enabling destructive patterns.

In this episode, we explore:

The importance of setting realistic expectations
How to systematically funnel multiple issues to uncover the core problem
The real reason behind narcissistic and emotionally immature behavior
Facing conflict head-on and the danger of shielding people from consequences

Today’s episode comes from a listener request! If you have a topic or question, submit it at artofcoaching.com/question. For deeper discussions and practical advice, join our private community—free from social media distractions—where you can connect with facilitators and like-minded individuals. Questions? Email us at info@artofcoaching.com.

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THE COALITION – Busy but eager to grow? Progress requires action, not just intentions. This group is your personal board of advisors—offering a no-nonsense framework to help you focus on what truly matters. It’s virtual, fits into your schedule, and includes an exciting retreat! Ready to act on your dreams? Fill out this form, or email us at info@artofcoaching.com and our team will be in touch about getting you in our next round.

THE APPRENTICESHIP - We’re heading to the northeast March 22-23! Join us at King Strength & Performance in Livingston, NJ for a hands-on, 2-day workshop to sharpen your communication, leadership, and relationship-building skills. No fluff—just real practice, coaching, and feedback. You’ll leave with a communication evaluation tool and other resources to tackle any conversation. Sign up TODAY, we’ll see you there!

Referenced Resource:

E313 | How To Communicate With Someone Who Shuts Down or Stonewalls

Book: Conscious Coaching

Free Webinar on Creating Optimal Coaching Environment

Article: The Role of Athlete Narcissism in Moderating the Relationship Between Coaches’ Transformational Leader Behaviors and Athlete Motivation

E202 | Why Facts And Logic Don’t Change Our Minds

Recommended Resource:

Conscious Coaching Field Guide (free download)

Follow Us:

Website: ArtofCoaching.com

Instagram: @coach_brettb

Twitter/X: @coach_brettb

E352 | Q&A: How to Manage a Talented But Difficult Individual

The Art Of Coaching