The Road Less Stupid book cover

The Road Less Stupid by Keith J. Cunningham Summary

The Road Less Stupid
Keith J. Cunningham
4.33 (1490 Reviews)
Entrepreneurship
Business
Leadership
Panoramica
Punti Chiave
Autore
Domande Frequenti

Overview of The Road Less Stupid

Avoid the "dumb tax" with Keith Cunningham's business masterclass that redefines success as thinking before acting. Warren Buffett's favorite business teacher reveals why avoiding stupid mistakes trumps brilliant ideas - a counterintuitive approach that's transformed thousands of entrepreneurs' decision-making processes.

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Punti chiave

1

Why Smart People Make Dumb Decisions

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Here's a question that might sting a little: If you could erase your three worst financial decisions, how much wealthier would you be today? For most entrepreneurs, the answer is sobering. We don't fail because we lack intelligence or ambition-we fail because we pay what Cunningham calls the "dumb tax," the steep price of emotionally-driven decisions that seemed brilliant at 2 a.m. but look catastrophic in daylight. Warren Buffett, perhaps the world's shrewdest investor, credits his fortune not to genius moves but to avoiding colossal blunders. Business isn't a game of who makes the most brilliant plays; it's a contest of who makes the fewest stupid ones. The problem? When emotions spike, intellect plummets. That "opportunity of a lifetime" feels urgent, exciting, inevitable-until it drains your bank account and teaches you an expensive lesson. Napoleon Hill didn't write *Trust Your Gut and Grow Rich*. He wrote *Think and Grow Rich* because wealth flows from deliberate thinking, not impulsive reactions. The road less stupid isn't about having all the answers-it's about asking better questions before you act.

2

The Discipline That Changes Everything

3

The Five Core Disciplines of Better Decisions

4

The Four Hats Every Business Owner Must Wear

5

Culture Isn't Perks-It's What You Tolerate

6

The Power of Specificity and the Wisdom of Crisis

7

Success Isn't Fulfillment - And That Changes Everything

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@Chloe, Solo founder, LA
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likes
117

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

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

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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
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96
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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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"BeFreed replaced my podcast queue. Imagine Spotify for books — that’s it. 🙌"

@Jaded_Falcon
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201
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@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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37
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483

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