The Art of Encouragement book cover

The Art of Encouragement by Jordan Montgomery Summary

The Art of Encouragement
Jordan Montgomery
4.16 (63 Reviews)
Inspiration
Leadership
Communication skill
Relationship
Overview
Key Takeaways
Author
FAQs

Overview of The Art of Encouragement

In "The Art of Encouragement," Jordan Montgomery delivers the science-backed blueprint for uplifting others. Endorsed by NFL star Chad Greenway and bestselling author Jon Gordon, this guide reveals how encouragement literally rewires brains - a timely antidote for today's leadership crisis.

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Key takeaways

1

The Moment Everything Changed

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Have you ever watched someone's entire world collapse in a single conversation? Picture a young financial executive-youngest manager in a Fortune 100 firm-sitting in a small conference room with drawn blinds, listening as years of 80-hour weeks and sacrificed weekends evaporate in minutes. That executive was Jordan Montgomery, and his termination became the catalyst for discovering something profound: encouragement isn't soft leadership or empty positivity. It's a lifeline that can literally save someone's existence. When your identity shatters, when shame becomes so heavy you can barely dress yourself, encouragement transforms from a nice gesture into essential nourishment-like food to someone starving. This isn't about cheerleading or toxic positivity. It's about the strategic, deliberate practice of lifting others when they cannot lift themselves. In a culture drowning in burnout and disconnection, where we scroll past curated perfection while hiding our own struggles, mastering this art might be the most important skill we can develop.

2

When You Can't See Your Own Worth

3

Rewiring Your Internal Dialogue

4

Seeing Beyond the Scoreboard

5

The Superpower of Showing Up Again and Again

6

When Actions Speak Louder Than Words

7

Living What You Speak: The Power of Authentic Vulnerability

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"Perfect balance between learning and entertainment. Finished ‘Thinking, Fast and Slow’ on my commute this week."

@Raaaaaachelw
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"Crazy how much I learned while walking the dog. BeFreed = small habits → big gains."

@Matt, YC alum
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"Reading used to feel like a chore. Now it’s just part of my lifestyle."

@Erin, Investment Banking Associate , NYC
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254
likes
17

"Feels effortless compared to reading. I’ve finished 6 books this month already."

@djmikemoore
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@Raaaaaachelw
platform
star
star
star
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"Crazy how much I learned while walking the dog. BeFreed = small habits → big gains."

@Matt, YC alum
platform
comments
12
likes
108

"Reading used to feel like a chore. Now it’s just part of my lifestyle."

@Erin, Investment Banking Associate , NYC
platform
comments
254
likes
17

"Feels effortless compared to reading. I’ve finished 6 books this month already."

@djmikemoore
platform
star
star
star
star
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"BeFreed turned my guilty doomscrolling into something that feels productive and inspiring."

@Pitiful
platform
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96
likes
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"BeFreed turned my commute into learning time. 20-min podcasts are perfect for finishing books I never had time for."

@SofiaP
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@Jaded_Falcon
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@OojasSalunke
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@Leo, Law Student, UPenn
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37
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"Makes me feel smarter every time before going to work"

@Cashflowbubu
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