Doesn't Hurt to Ask book cover

Doesn't Hurt to Ask by Trey Gowdy Summary

Doesn't Hurt to Ask
Trey Gowdy
4.16 (1581 Reviews)
Communication skill
Leadership
Business
Relationship
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Overview of Doesn't Hurt to Ask

In "Doesn't Hurt to Ask," #1 NYT bestselling author Trey Gowdy reveals how masterful questioning transforms communication. Endorsed by Fox's Dana Perino as "a must-read for success," this former prosecutor's techniques work everywhere from boardrooms to bedrooms. Ready to persuade like a pro?

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Key takeaways

1

The Power of Questions: A Revolutionary Approach to Persuasion

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Have you ever noticed how the most influential people in your life aren't those who tell you what to think, but those who ask questions that change how you think? Trey Gowdy discovered this truth through sixteen years as a federal prosecutor and eight years in Congress. The courtroom became his laboratory for human persuasion, where he learned that questions-not declarations-hold the true power to change minds. While most of us believe persuasion comes from having all the answers, Gowdy reveals a counterintuitive truth: asking the right questions is infinitely more powerful than making the most forceful statements. This insight transformed an insecure young lawyer into one of the most effective communicators in American politics, and it can transform how you connect with others in every area of life.

2

From Personal Insecurity to Persuasive Mastery

3

The Art of Persuasion vs. The Science of Debate

4

The Foundation: Facts, Purpose, and Self-Knowledge

5

Know Your Audience: The Human Element

6

Strategic Questioning: The Heart of Persuasion

7

Defensive Techniques and Tactical Approaches

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Doesn't Hurt to Ask isn't just a book — it's a masterclass in Communication skill. To help you absorb its lessons in the way that works best for you, we offer five unique learning modes. Whether you're a deep thinker, a fast learner, or a story lover, there's a mode designed to fit your style.

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Distill Doesn't Hurt to Ask into rapid-fire memory cues that highlight Pixar’s principles of candor, teamwork, and creative resilience.

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@Chloe, Solo founder, LA
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@Raaaaaachelw
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star
star
star

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

@Matt, YC alum
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12
likes
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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
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"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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@Jaded_Falcon
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@OojasSalunke
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@Leo, Law Student, UPenn
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"Makes me feel smarter every time before going to work"

@Cashflowbubu
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@Moemenn
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"I never knew where to start with nonfiction—BeFreed’s book lists turned into podcasts gave me a clear path."

@Chloe, Solo founder, LA
platform
comments
12
likes
117

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

@Raaaaaachelw
platform
star
star
star
star
star

"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
star

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

@Pitiful
platform
comments
96
likes
4.5K

"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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star
star
star
star
star

"BeFreed replaced my podcast queue. Imagine Spotify for books — that’s it. 🙌"

@Jaded_Falcon
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comments
201
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16

"It is great for me to learn something from the book without reading it."

@OojasSalunke
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"The themed book list podcasts help me connect ideas across authors—like a guided audio journey."

@Leo, Law Student, UPenn
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comments
37
likes
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"Makes me feel smarter every time before going to work"

@Cashflowbubu
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