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Check out Jordan's work: https://www.montgomerycompanies.com/
00:00 Intro + Why Encouragement Matters (Even for High Performers)
01:09 Why Everyone Needs Encouragement (No Matter Their Success)
02:35 What Elite Performers Have in Common (They All Have Coaches)
04:16 The Paradox of Growth: The More You Learn, The More You Need Help
06:25 How Jordan Coaches Leaders (2 Powerful Questions)
07:44 "What Do You Want?" + "Who Are You Really?"
10:01 Why Most Leaders Struggle with Self-Awareness
11:47 Identity, Calling, and Becoming an Encourager
13:27 Jordan's Failure Story (Losing His Career at 27)
15:53 "You're Not Buried, You're Planted" (Valley Season Lessons)
17:01 The Power of Self-Encouragement
19:32 How to Rewire Your Thinking (Speak vs. Listen to Yourself)
21:32 Practical Self-Talk (What It Actually Looks Like Daily)
23:27 The Art of Authentic Encouragement
23:56 Why Specific Encouragement Is More Powerful
26:59 Final Takeaways + How to Encourage Others Better
27:42 Practical Leadership Application (Cal's Closing Thoughts)
What if encouragement isn't just "nice"… but essential for leadership?
In this episode of the Intentional Leader Podcast, I sit down with Jordan Montgomery, bestselling author of The Art of Encouragement, to unpack:
- Why even elite performers need encouragement
- The surprising link between success and coaching
- How to lead yourself when your mindset is off
- Why most encouragement feels fake—and how to fix it
- A simple framework to become a better encourager today
This conversation is short—but packed with practical wisdom you can apply immediately in your leadership, your family, and your team.
