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February 11, 2025 42 mins

A good coaching session is about more than just complaints or chit chat. “Coaching sessions are not just to have a feel-good moment,” says Daniel. “They are intended to focus on action and follow up.”

In this week’s episode, Daniel and Peter demystify a typical coaching session. They discuss some of the questions they typically ask, the common way they begin many sessions, and the importance of both behavior change and mindset shift.

Tune in to learn:

  • The one thing a coachee should do to optimize a coaching session
  • The one thing a coachee should do right after a coaching session
  • The value of a retainer model in hiring an outside coach

Through a typical structure that’s flexible enough to allow for the needs of the moment, great coaching can lead to sustained change and maximum leadership effectiveness.

Plus, more insights from Gallup about common leader blind spots, and three tips on how to best recognize direct reports.

In this episode:

2:20 – Insight of the Week

14:16 – Topic: What to Expect During a Coaching Session

15:55 – What a Typical Coaching Session Looks Like

20:49 – How to Balance a Long-Term Action Plan with Daily Challenges

34:03 – How to End a Coaching Session

40:56 – Lightning Round


Gallup: “The Strengths, Weaknesses and Blind Spots of Managers”

Harvard Business Review: “Do Compliments Make You Cringe? Here’s Why.”


Stewart Leadership Insights and Resources:

5 Reasons to Encourage Compliments in the Workplace

6 Ways to Regulate Your Emotions for Leadership Effectiveness

8 Keys to Managing Conflict Well

10 Questions to Ask to Best Develop Your Individual Action Plan

6 Ways to Become Aware of Your Leadership Blind Spots

Eight Skills of Great Coaching Managers

6 Keys to Setting Yourself Up for Success with an Executive Coach

White Paper: Coaching for Organizational Growth: A Powerful Resource for Maximizing Human Capital

Leadership Growth Podcast Episode 29: “The 5 Steps of Great Coaching”



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For more great content or to learn about how Stewart Leadership can help you grow your ability to lead effectively, please visit stewartleadership.com and follow us on LinkedIn, Instagram, and YouTube.

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