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

Trendingnow

1

Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock

2

OpenAI says its AI models secretly broke out of a secure test environment and hacked into AI company Hugging Face in order to cheat on an evaluation

3

‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion

1

Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock

2

OpenAI says its AI models secretly broke out of a secure test environment and hacked into AI company Hugging Face in order to cheat on an evaluation

3

‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion
CommentaryAmazon

3 Ways Amazon CEO Jeff Bezos Makes Tough Decisions Without Being 100% Sure

By
Suneel Gupta
Suneel Gupta
Down Arrow Button Icon
By
Suneel Gupta
Suneel Gupta
Down Arrow Button Icon
May 11, 2017, 10:47 AM ET
Add Fortune on Google for similar content.

Amazon CEO Jeff Bezos recently released his 20th annual letter to shareholders. This one wasn’t just a reminder of how to run a thriving business, but how to run a thriving career. For anyone who wants to speed things up in their business or their life, Bezos’s section on “high-velocity decisions” offers three themes that you can use.

Theme 1: Any decision can be undone

Bezos argues that there are two types of decisions – those that are reversible, and those that aren’t. Referencing last year’s letter, he asserts that most decisions are reversible. They are “two-way doors”:

“If you walk through and don’t like what you see on the other side, you can’t get back to where you were before. We can call these Type 1 decisions. But most decisions aren’t like that – they are changeable, reversible – they’re two-way doors.”

In the past, I treated two-way door decisions like one-way door decisions. When I finally told my wife that I wanted to move to Silicon Valley and start my own company, her response was “Now?” It was a fair question. I had waited many years because I was afraid that if I took the plunge and failed, I’d lose my spot in line.

But then I started to notice a pattern. People I knew who had started companies and failed were returning to their previous roles. One friend, for example, wound down his startup after two years and returned to a prestigious consulting firm, albeit without the promotions he might have otherwise received.

At first, he felt a bit down about the whole thing. “I feel like I lost two years,” he once told me over the phone. But when we recently grabbed dinner, he shared that he just made partner – on roughly the same timeline as before he left to embark on a startup. His story may not sound like startup success, but for milder risk-takers like me, it delivers a point that is often made in the startup world: while the consequences of failure are not zero, they are often more temporary than we might expect.

Perhaps what truly emboldens people isn’t the audacity of walking through a one-way door, but the awareness that it’s actually a two-way door. Had Facebook imploded, worst case CEO Mark Zuckerberg could have returned to Harvard and gotten a great job. Had Amazon not worked out, Jeff Bezos could likely have returned to a high-paying job on Wall Street. If SpaceX doesn’t work out, Elon Musk has Tesla, Hyperloop, Neuralink, and other businesses in the mix. Most actions we disguise as bold are two-way doors disguised as one-way doors.

Theme 2: Disagree and commit with yourself

Getting people to agree with your point of view can be difficult, and time-consuming. Instead of trying to convince people that we are right, Bezos says we should ask them to take a gamble:

“If you have conviction on a particular direction even though there’s no consensus, it’s helpful to say, “Look, I know we disagree on this but will you gamble with me on it? Disagree and commit?”

Convincing yourself can be just as hard as convincing others. When we’re faced with tough decisions, such as a career move, the voices inside tend to lobby in opposing directions. And when you finally choose a path, the opposing voice doesn’t quiet down. It can get even louder, or wait to pounce at the first piece of evidence that you made a mistake.

You can’t ignore this voice, but you can ask it to take a gamble. You can ask it to disagree and commit. As Bezos points out, this is different than trying to convince yourself that the path you took was obvious. Instead, you accept that the decision was not obvious, then commit to increase the likelihood of success.

“Disagree and commit” works best for me when I give the gamble a timeframe.

Reid Hoffman, co-founder of LinkedIn and a mentor of mine, introduced the concept of a workplace “tour of duty” – a specific mission with a specific time horizon – as a way to align employers and employees. A tour of duty is also a great way to align the voices inside. When I left a comfortable-salary job to create a zero-salary startup, part of me was pumped and the other part was livid. But I got the two sides to agree on a nine-month timeframe to validate the idea and raise funding. If I couldn’t get there in nine months, I’d get a job. After I raised funding, I gave myself another 18 months to reach the next critical milestone. Every gamble I make with myself comes with a timeframe, which makes it easier for the opposing voices to disagree and commit.

Theme 3: Act with 70% information

Tough decisions, particularly personal ones, rarely come with a complete set of data. The tricky thing is knowing when you have enough information. Bezos addresses this directly:

“Most decisions should probably be made with somewhere around 70% of the information you wish you had. If you wait for 90%, in most cases, you’re probably being slow. Plus, either way, you need to be good at quickly recognizing and correcting bad decisions. If you’re good at course correcting, being wrong may be less costly than you think, whereas being slow is going to be expensive for sure.”

Acting with 70% information has almost always led me to the right answer sooner because by simply acting, I was able to uncover information. Decisions lead to data.

All too often, I come across people who are afraid to make a change, because doing so means admitting their past choices weren’t perfect. Predicting what we’ll truly want in the future is like trying to hit a fast-moving target. The market is changing, and we’re changing with it. Years from now, you might discover a passion for something that isn’t on your radar today. Bezos’s 70% approach frees us to make decisions while staying flexible, knowing that our future self may choose to course-correct.

This 20th letter to shareholders was unique, but it carries forward a theme Bezos has shared from the beginning. That decisions are meant to be made quickly, with imperfect information, and the freedom to change course. It’s a message to us as shareholders, and as individuals.

Suneel Gupta is an Entrepreneur-in-Residence at Kleiner Perkins Caufield & Byers and a Visiting Scholar at Harvard University. Gupta is not an investor in Amazon or the companies referenced in this article.

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

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
  • TikTok icon
  • YouTube icon

Latest in Commentary

ls
Commentarybooks
Confessions of an award-winning AI memoirist — the ‘slop’ debate isn’t really about good writing, and you know it
By Luke StoffelJuly 22, 2026
49 minutes ago
b
Commentarythe future of work
Manpower President: The future of work question that even CEOs can’t answer
By Becky FrankiewiczJuly 22, 2026
49 minutes ago
k
Commentarypower
What I keep hearing from Fortune 500 CEOs: ‘We have no idea what we’re actually paying for power’
By Kiran BhatrajuJuly 21, 2026
1 day ago
Bolt CEO Ryan Breslow
CommentaryHuman resources
The CEO who fired HR was right. About the wrong thing.
By KeyAnna SchmiedlJuly 21, 2026
1 day ago
ford
Commentary250 Years of Innovation
Alliance for America’s Skilled Trades: Skilled trades shaped America’s past. Here’s how they can build America’s future
By Jim Farley, Linda Hubbard, Bayo Ogunlesi and Ruth PoratJuly 21, 2026
1 day ago
Sumeet Agrawal is VP of Product Management (Data, AI Governance & Context Engineering for Agentic Systems) at Salesforce.
CommentaryAI agents
Salesforce VP on the leaky AI pipeline: why cheaper tokens won’t fix enterprise AI
By Sumeet AgrawalJuly 20, 2026
2 days ago

Most Popular

Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock
Success
Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock
By Sasha RogelbergJuly 20, 2026
2 days ago
OpenAI says its AI models secretly broke out of a secure test environment and hacked into AI company Hugging Face in order to cheat on an evaluation
Cybersecurity
OpenAI says its AI models secretly broke out of a secure test environment and hacked into AI company Hugging Face in order to cheat on an evaluation
By Jeremy Kahn and Emily ForliniJuly 21, 2026
17 hours ago
‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion
Success
‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion
By Sydney LakeJuly 20, 2026
2 days ago
Mathematicians grapple with a ‘very rapid and very unsettling change’ as AI cracks yet another century-old problem
AI
Mathematicians grapple with a ‘very rapid and very unsettling change’ as AI cracks yet another century-old problem
By Eva RoytburgJuly 21, 2026
20 hours ago
Despite a $156 million contract, Knicks star Jalen Brunson still calls his parents for financial advice any time he makes a big purchase
Success
Despite a $156 million contract, Knicks star Jalen Brunson still calls his parents for financial advice any time he makes a big purchase
By Emma BurleighJuly 21, 2026
21 hours ago
'Dr. Doom' Nouriel Roubini says we're headed for universal basic income or 'some form of socialism' as AI revolutionizes work—He calls that optimistic
AI
'Dr. Doom' Nouriel Roubini says we're headed for universal basic income or 'some form of socialism' as AI revolutionizes work—He calls that optimistic
By Jason MaJuly 18, 2026
4 days 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.