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January 14, 2025 35 mins

Over the last few decades, the attitude on leadership coaching has shifted dramatically. What was once considered necessary only when there was a performance issue is now a common piece of leadership development.

“More and more leaders are seeing executive leadership coaching as actually a sign of investment and development,” says Daniel. “It’s a positive thing.”

But being given a coaching opportunity can raise a lot of questions. Can you choose your coach, or will your company assign you a coach? How much will your boss know about your coaching sessions? And what does a coaching session even look like?

In this episode, Daniel and Peter take a look at the value of coaching, what to look for in a coach, and how to make the most of a coaching experience.

Tune in to learn:

  • The difference between a coach and a mentor–and why both can be helpful to your career
  • The importance of coaching as a “safe space” for leaders
  • The one thing you should NOT do if you want to get the most out of your coaching experience

Plus, what we can learn from Costco’s Code of Ethics, and the strategy you need to win (almost) every game of Risk (at least when you play against Daniel and Peter).

In this episode:

1:42 – Insight of the Week

5:42 – Memory Lane

8:50 – Topic: What to Expect from Your Executive Coach

10:31 – Why Executive Coaching?

18:21 – How Do You Choose an Executive Coach?

31:56 – What Does a Coaching Session Look Like?

34:40 – Lightning Round


Costco Code of Ethics

The Ultimate Risk Strategy Guide


Stewart Leadership Insights and Resources:

Choosing a Coach: How the Right Coach Can Help You Get Unstuck

The Five Steps of Great Coaching

How Do You Know if You Are Choosing the Right Executive Coach?

How the Right Coach Can Ease a New Executive Transition

10 Questions to Ask to Best Develop Your Individual Action Plan




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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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