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

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 [email protected].

Stay in the loop – Sign up for our newsletter to get first access to new courses, event dates, and exclusive updates: Subscribe here.

Attend our live events – Join us for hands-on workshops designed to enhance your leadership, communication, and relationship-building skills: Learn more here.

Book Brett as a speaker – Bring Brett to your organization for a powerful, customized keynote or in-service training: Request Brett here.

One-on-one mentoring – Work directly with our team to receive personalized coaching and actionable advice tailored to your goals: Apply here.

Explore our virtual courses – Timeless lessons on leadership, building buy-in, conquering burnout, and overcoming blindspots to align your career with your personal goals: Enroll now.

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 [email protected] 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