The Road Less Stupid by Keith J. Cunningham Summary
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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Key takeaways
Why Smart People Make Dumb Decisions
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.
The Discipline That Changes Everything
The Five Core Disciplines of Better Decisions
The Four Hats Every Business Owner Must Wear
Culture Isn't Perks-It's What You Tolerate
The Power of Specificity and the Wisdom of Crisis
Success Isn't Fulfillment - And That Changes Everything
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"Feels effortless compared to reading. I’ve finished 6 books this month already."
"BeFreed turned my guilty doomscrolling into something that feels productive and inspiring."
"BeFreed turned my commute into learning time. 20-min podcasts are perfect for finishing books I never had time for."
"BeFreed replaced my podcast queue. Imagine Spotify for books — that’s it. 🙌"
"It is great for me to learn something from the book without reading it."
"The themed book list podcasts help me connect ideas across authors—like a guided audio journey."
"Makes me feel smarter every time before going to work"
From Columbia University alumni built in San Francisco
"Instead of endless scrolling, I just hit play on BeFreed. It saves me so much time."
"I never knew where to start with nonfiction—BeFreed’s book lists turned into podcasts gave me a clear path."
"Perfect balance between learning and entertainment. Finished ‘Thinking, Fast and Slow’ on my commute this week."
"Crazy how much I learned while walking the dog. BeFreed = small habits → big gains."
"Reading used to feel like a chore. Now it’s just part of my lifestyle."
"Feels effortless compared to reading. I’ve finished 6 books this month already."
"BeFreed turned my guilty doomscrolling into something that feels productive and inspiring."
"BeFreed turned my commute into learning time. 20-min podcasts are perfect for finishing books I never had time for."
"BeFreed replaced my podcast queue. Imagine Spotify for books — that’s it. 🙌"
"It is great for me to learn something from the book without reading it."
"The themed book list podcasts help me connect ideas across authors—like a guided audio journey."
"Makes me feel smarter every time before going to work"
"Instead of endless scrolling, I just hit play on BeFreed. It saves me so much time."
"I never knew where to start with nonfiction—BeFreed’s book lists turned into podcasts gave me a clear path."
"Perfect balance between learning and entertainment. Finished ‘Thinking, Fast and Slow’ on my commute this week."
"Crazy how much I learned while walking the dog. BeFreed = small habits → big gains."
"Reading used to feel like a chore. Now it’s just part of my lifestyle."
"Feels effortless compared to reading. I’ve finished 6 books this month already."
"BeFreed turned my guilty doomscrolling into something that feels productive and inspiring."
"BeFreed turned my commute into learning time. 20-min podcasts are perfect for finishing books I never had time for."
"BeFreed replaced my podcast queue. Imagine Spotify for books — that’s it. 🙌"
"It is great for me to learn something from the book without reading it."
"The themed book list podcasts help me connect ideas across authors—like a guided audio journey."
"Makes me feel smarter every time before going to work"
"Instead of endless scrolling, I just hit play on BeFreed. It saves me so much time."
"I never knew where to start with nonfiction—BeFreed’s book lists turned into podcasts gave me a clear path."
"Perfect balance between learning and entertainment. Finished ‘Thinking, Fast and Slow’ on my commute this week."
"Crazy how much I learned while walking the dog. BeFreed = small habits → big gains."
"Reading used to feel like a chore. Now it’s just part of my lifestyle."
"Feels effortless compared to reading. I’ve finished 6 books this month already."
"BeFreed turned my guilty doomscrolling into something that feels productive and inspiring."
"BeFreed turned my commute into learning time. 20-min podcasts are perfect for finishing books I never had time for."
"BeFreed replaced my podcast queue. Imagine Spotify for books — that’s it. 🙌"
"It is great for me to learn something from the book without reading it."
"The themed book list podcasts help me connect ideas across authors—like a guided audio journey."
"Makes me feel smarter every time before going to work"
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