• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia

Trendingnow

1

Elon Musk on MacKenzie Scott giving away $26 billion of her fortune: 'Sadly,' it makes the world a worse place

2

MacKenzie Scott alone accounted for one-third of America's $19.2 billion in megagifts last year

3

Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away faster

1

Elon Musk on MacKenzie Scott giving away $26 billion of her fortune: 'Sadly,' it makes the world a worse place

2

MacKenzie Scott alone accounted for one-third of America's $19.2 billion in megagifts last year

3

Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away faster
LeadershipStrategy

The brilliance of asking incredibly naïve questions

By
Megan Hustad
Megan Hustad
Down Arrow Button Icon
By
Megan Hustad
Megan Hustad
Down Arrow Button Icon
February 10, 2014, 5:27 PM ET
Add Fortune on Google for similar content.

FORTUNE — I was about to get on a conference call and asked the call organizer if he had scheduled a hard stop. No, he said, but he hoped the call would be over in 45 minutes.

The call started, and after 70 minutes I hung up knowing I could always pretend Skype had dropped the call. But no one complained. It seems I wasn’t the only one frustrated.

It wasn’t just that the call was long, or that in an hour and 10 minutes nothing noteworthy had been accomplished. Nor was I irritated because time had been wasted. The more I thought about it, the more convinced I was that conference calls rarely satisfy because we join them hoping to enjoy meaningful collaboration when, in fact, the whole set-up trains our minds toward loss-prevention and saving face. We talk because not talking will lower our status in the group. We keep talking because we worry we haven’t yet proven our value. And everyone becomes so focused on sounding smart that we often don’t give others the recognition we ourselves crave.

MORE: Why Kind bars are suddenly everywhere

Experiences like these amply demonstrate the need for a “questioning culture,” Warren Berger argues in his forthcoming book, A More Beautiful Question: The Power of Inquiry to Spark Breakthrough Ideas.

Many workplaces, Berger writes, discourage real dialogue — the kind you get when people feel free to challenge plans, ideas, even one another. He argues that office cultures that encourage group questioning gain an edge. Google’s (GOOG) “sometimes chaotic” weekly TGIF sessions, during which all employees are invited to ask Larry Page and Sergey Brin questions, gets a nod from Berger, as does MIT’s Media Lab, where engineers experiment widely and fail, fail again, and fail better on the way toward a solution.

In such settings, not knowing isn’t penalized. “I consistently position myself as an idiot,” Paul Bennett, of the design firm IDEO, tells Berger. He believes this willingness to ask what he himself calls “incredibly naïve questions” has helped their firm thrive.

By incredibly naïve Bennett means those painfully elementary questions that in some audiences would get him branded a dim bulb. Called to speak to Iceland’s parliament in the wake of the country’s financial crisis, he asked, “Where’s the money?” Not to be disrespectful, he later explained, but because first-things-first questions prompt an audience to explain things simply, and with that simplicity comes clarity.

Incredibly naïve questions “work” because they lower defenses. They also force us to put aside stock answers. This can slacken a conversation’s pace — but that’s all for the good, Berger argues.

“In most meetings — and in most everything we do in business — we are usually trying to keep things moving forward and just ‘get things done.’ This is a natural impulse, and of course it’s important to get things done and stay on schedule. The problem is, this leaves little time to question assumptions, as in, Why are we doing this particular thing? Have we really thought it through, and considered other possibilities?”

Berger recommends instituting a pause for questions that challenge the group’s basic operating assumptions. (Among my questions would be, “What do we hope to accomplish in 70 minutes that could not be done in 45?”)

There is no ideal formula for how to engineer this pause. But over time, a group develops a tolerance for it. “And while it may seem as if this is slowing progress, what you’re actually doing is making sure that your ‘progress’ isn’t taking you down the wrong path.”

MORE: Henry Paulson: Why cities are the key to China’s success

Achieving such a questioning culture would be easy, I thought, if enlightened CEOs stood behind it, demonstrating by confident example that incredibly naïve questions are not necessarily a sign of weakness, stupidity, or lack of team spirit. But what about people who report to insecure middle managers who don’t like the idea — or the questions?

Berger isn’t worried.

“Leaders must signal to holdouts that this is now part of what’s expected of them: to question and welcome questions. And also to encourage a kind of questioning that is ambitious, positive, thoughtful, and potentially actionable.” (As opposed to people just asking about vacation policies.)

This might mean rewards for beautiful questions. It also means a new collective responsibility for the outcomes of questioning sessions. “Don’t punish [the asker] by saying, ‘Okay, you raised this question, now it’s on you [alone] to find the answer.'”

Most good questions don’t have tidy answers. But only in embracing that messiness — and sometimes rudeness or foolishness — do we fumble our way toward brilliance.

About the Author
By Megan Hustad
See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

Latest in Leadership

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Leadership

Warren Buffett breaks from a ‘lifetime’ pledge to the Gates Foundation as the Epstein fallout deepens
SuccessWarren Buffett
Warren Buffett breaks from a ‘lifetime’ pledge to the Gates Foundation as the Epstein fallout deepens
By Sydney LakeJune 30, 2026
1 hour ago
kean
PoliticsElections
New Jersey Republican to reappear in Congress after unexplained 4-month absence
By Mike Catalini and The Associated PressJune 30, 2026
4 hours ago
swiss
EuropeHeat
It’s so hot in Switzerland that yodelers are standing in fountains
By Jez Fielder and The Associated PressJune 30, 2026
4 hours ago
wb
CommentaryLeadership
I grew BDO from $600 million to $3.4 billion. Here’s the 3-part formula that made it possible
By Wayne BersonJune 30, 2026
4 hours ago
Jamie Dimon isn’t giving up the top job. That’s turned JPMorgan into a poaching ground for CEO talent
C-SuiteNext to Lead
Jamie Dimon isn’t giving up the top job. That’s turned JPMorgan into a poaching ground for CEO talent
By Ruth UmohJune 30, 2026
4 hours ago
mcmaster
Commentary250 Years of Innovation
Boston Dynamics CEO: America’s next 250 years will be built by robots. Here’s what’s standing in the way
By Amanda McMasterJune 30, 2026
6 hours ago

Most Popular

Elon Musk on MacKenzie Scott giving away $26 billion of her fortune: 'Sadly,' it makes the world a worse place
Success
Elon Musk on MacKenzie Scott giving away $26 billion of her fortune: 'Sadly,' it makes the world a worse place
By Sydney LakeJune 29, 2026
1 day ago
MacKenzie Scott alone accounted for one-third of America's $19.2 billion in megagifts last year
Success
MacKenzie Scott alone accounted for one-third of America's $19.2 billion in megagifts last year
By Sydney LakeJune 25, 2026
5 days ago
Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away faster
Success
Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away faster
By Preston ForeJune 27, 2026
3 days ago
'Humanity has chosen to become idiots': This Brown professor switched to take-home exams after a mass shooting and discovered mass cheating
AI
'Humanity has chosen to become idiots': This Brown professor switched to take-home exams after a mass shooting and discovered mass cheating
By Catherina GioinoJune 29, 2026
18 hours ago
The retired college professor fighting a $313 trespassing ticket in Wisconsin thinks he's part of a national struggle
Environment
The retired college professor fighting a $313 trespassing ticket in Wisconsin thinks he's part of a national struggle
By Catherina GioinoJune 28, 2026
2 days ago
Current price of oil as of June 29, 2026
Personal Finance
Current price of oil as of June 29, 2026
By Joseph HostetlerJune 29, 2026
1 day ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.