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

Trendingnow

1

As CEO of the $96 billion Sam’s Club, Latriece Watkins is testing her mettle at the warehouse retailer that produced CEOs for Walmart, Target, and Walgreens

2

Jeff Bezos wants the bottom half of earners to pay zero income tax—he says nurses making just $75K should save $12K a year

3

As AI slashes white-collar jobs, Salesforce CEO Marc Benioff says almost no one is being hired—except in sales

1

As CEO of the $96 billion Sam’s Club, Latriece Watkins is testing her mettle at the warehouse retailer that produced CEOs for Walmart, Target, and Walgreens

2

Jeff Bezos wants the bottom half of earners to pay zero income tax—he says nurses making just $75K should save $12K a year

3

As AI slashes white-collar jobs, Salesforce CEO Marc Benioff says almost no one is being hired—except in sales
CommentaryLeadership

What This CEO Learned From a $40 Million Mistake

By
Brad Smith
Brad Smith
Down Arrow Button Icon
By
Brad Smith
Brad Smith
Down Arrow Button Icon
November 11, 2015, 2:00 PM ET

The Leadership Insider network is an online community where the most thoughtful and influential people in business contribute answers to timely questions about careers and leadership. Today’s answer to the question “What’s the most important lesson you’ve learned in your career?” is by Brad Smith, CEO of Intuit.

Oscar Wilde once said “experience is simply the name we give our mistakes.” If that’s the case, I consider myself a very experienced leader. The truth is: making mistakes is actually an important part of a leader’s job. I learned this valuable piece of wisdom through some advice that came after making a $40 million mistake.

In the late ‘90s before joining Intuit, I enthusiastically embraced a new e-commerce business model as a source of business growth. I had become convinced I had a winner — so much so that I persuaded the board to make two separate investments of $20 million to implement my vision. I proclaimed with complete confidence that “clicks would eliminate the needs for bricks,” and their $40 million investment would prove it, propelling us in the market at the same time.

The grand return on that $40 million investment was 18 sales, with an average revenue per sale of $1,500. It didn’t take a math wizard to highlight just how wrong my assumptions had been. I was asked to present the results of the investment to the board a few quarters later. My only thought was “I am going to be fired.” I decided (with the help of a mentor’s advice) to own my mistake. I entered the room, reiterated my original hypothesis, explained what had actually happened, detailed where my assumptions had been wrong, and admitted what I would do differently as a result of this failure. As you might imagine, it was not a fun meeting.

However, one director pulled me aside following the meeting and shared a piece of advice that has stayed with me ever since. I would later learn that he had quoted the French author Anatole France, when he looked me in the eye and said that he “preferred the errors of enthusiasm to the indifference of wisdom.”

He went on to explain that while our distribution experiment had failed, our small team had developed a winning product that could in fact be sold through our traditional sales force. Furthermore, our efforts had proven that our traditional selling model was not as vulnerable to a disruptive new entrant as many had questioned. And finally, he proclaimed that I was now more valuable as a leader, because I had internalized the lesson learned from this failure. His parting encouragement was to move forward and “go make a bunch of new mistakes.”

Many years later, the wisdom of his advice became increasingly clear to me when I heard a prominent Silicon Valley CEO echo the same lesson. She shared that people always introduced her by listing the number of successes that she had been associated with over the years. She went on to share that a more defining characteristic would be to list all of the things she had screwed up and all of the mistakes she had made — because it was the combination of these setbacks and scars from experience that had made her a more empathetic and instinctive leader today.

In moments of decision, I often return to this advice. As a leader, it’s your job to have bold visions, take risks, and blaze trails — and yes, often make mistakes. In doing so, you set the tone (and create the environment) for others to do the same. And from those daring risks, success will one day emerge.

About the Author
By Brad Smith
See full bioRight Arrow Button Icon

Latest in Commentary

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 Commentary

t
CommentaryCoding
Girls Who Code CEO: 70% of teen girls want to work in cybersecurity. We’re losing them before they start
By Tarika BarrettMay 29, 2026
19 hours ago
r
CommentaryLayoffs
Big Tech is laying off developers. My company just hired its first. We’re both right about AI
By Rob CollieMay 29, 2026
20 hours ago
lentz
CommentaryCareers
I built a Fortune 1000 career most people wouldn’t walk away from. Then I did
By Christine LentzMay 29, 2026
20 hours ago
s
CommentaryMarketing
What Schlitz beer can teach us about AI adoption
By Julia Dhar, Kristy R. Ellmer and Philip JamesonMay 29, 2026
21 hours ago
hs
CommentaryVenture Capital
I raised $15 million without VC in one of tech’s most capital-intensive sectors. Here’s what I learned
By Hebron SherMay 29, 2026
22 hours ago
dd
CommentaryCareers
Conference Board: We’ve just hit a peak at job satisfaction. AI threatens to completely ruin that for the unlucky 50%
By Matt Rosenbaum and Allan SchweyerMay 29, 2026
23 hours ago

Most Popular

As CEO of the $96 billion Sam’s Club, Latriece Watkins is testing her mettle at the warehouse retailer that produced CEOs for Walmart, Target, and Walgreens
Magazine
As CEO of the $96 billion Sam’s Club, Latriece Watkins is testing her mettle at the warehouse retailer that produced CEOs for Walmart, Target, and Walgreens
By Emma HinchliffeMay 27, 2026
3 days ago
Jeff Bezos wants the bottom half of earners to pay zero income tax—he says nurses making just $75K should save $12K a year
Success
Jeff Bezos wants the bottom half of earners to pay zero income tax—he says nurses making just $75K should save $12K a year
By Preston ForeMay 21, 2026
9 days ago
As AI slashes white-collar jobs, Salesforce CEO Marc Benioff says almost no one is being hired—except in sales
Success
As AI slashes white-collar jobs, Salesforce CEO Marc Benioff says almost no one is being hired—except in sales
By Emma BurleighMay 28, 2026
2 days ago
UBS says Ron DeSantis has a problem with his plan to help 92% of homeowners save on property taxes: His own state's data
Personal Finance
UBS says Ron DeSantis has a problem with his plan to help 92% of homeowners save on property taxes: His own state's data
By Nick LichtenbergMay 28, 2026
2 days ago
Researchers let AI models run a simulated society. Claude was the safest—and Grok committed 180 crimes and went extinct within 4 days
AI
Researchers let AI models run a simulated society. Claude was the safest—and Grok committed 180 crimes and went extinct within 4 days
By Jake AngeloMay 28, 2026
2 days ago
Current price of oil as of May 29, 2026
Personal Finance
Current price of oil as of May 29, 2026
By Joseph HostetlerMay 29, 2026
19 hours 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.