Winning Ugly book cover

Winning Ugly by Brad Gilbert Summary

Winning Ugly
Brad Gilbert
Psychology
Personal Development
Health
Overview
Key Takeaways
Author
FAQs

Overview of Winning Ugly

In "Winning Ugly," Brad Gilbert reveals tennis's mental warfare secrets that helped Andre Agassi win six Grand Slams. What strategy transformed Gilbert from quarterfinal player to coaching legend? Discover why this 4.17-rated classic remains tennis's "bible" after three decades and 34 printings.

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Key takeaways

1

The Mental Game: Tennis's Secret Weapon

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Tennis isn't just about perfect strokes-it's a mental battlefield where strategy often trumps technique. Brad Gilbert discovered this truth early in his career when facing technically superior opponents. Despite his unorthodox playing style, Gilbert rose to world #4 and later coached Andre Agassi from #32 to #1 in just over a year. His revolutionary insight? While most players obsess over technical perfection, matches are often won by those who master the mental game-preparation, strategy, and tactical awareness. This approach, which Gilbert calls "winning ugly," has transformed how tennis is played at all levels. Even as the sport has evolved through the eras of Seles, Federer, and Djokovic, Gilbert's tactical wisdom remains remarkably relevant. The beauty of his approach is that recreational players can dramatically improve their results without changing their strokes-simply by thinking more strategically about the game.

2

The Match Begins Before You Step on Court

3

Equipment as Strategy: Preparing for Battle

4

Managing Pre-Match Nerves: Four Proven Techniques

5

Finding Your Opponent's Combination Lock

6

The Seven Hidden Ad Points: Critical Moments Most Players Miss

7

From Gilbert to Agassi: The Ultimate Transformation

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

@djmikemoore
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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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108

"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
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17

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

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

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