All Quotes

# risk — 338 quotes

RISK

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Rule No. 1: Never lose money. Rule No. 2: Never forget Rule No. 1.

capital-preservationfundamentals— Berkshire Hathaway Shareholder Letter, 1975
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All I want to know is where I'm going to die, so I'll never go there.

decision-makinginversion— Poor Charlie's Almanack
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Diversification is the holy grail of investing.

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I'm only rich because I know when I'm wrong.

course-correctionhumility— Various interviews
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Risk management is not about avoiding risk. It's about understanding it.

disciplineinvesting— Various interviews
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Risk means more things can happen than will happen.

investingrisk— The Most Important Thing
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Risk is not inherent in an investment; it is always relative to the price paid.

riskvalue-investing— Margin of Safety, 1991
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I only invest when the downside is limited and the upside is enormous.

asymmetryrisk— Pershing Square Presentation, 2014
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Choosing individual stocks without any idea of what you are looking for is like running through a dynamite factory with a burning match. You may live, but you are still an idiot.

investing-educationrisk— You Can Be a Stock Market Genius, 1997
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The biggest risk is not being in these technologies when they hit critical mass. Missing the boat is a bigger risk than volatility.

innovationrisk— CNBC Interview, 2020
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Every day I start by asking: what could go wrong? Not what could go right. That question has kept me alive in markets for forty years.

preparationrisk— Bloomberg Interview, 2019
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If you have trouble imagining a 20% loss in the stock market, you shouldn't be in stocks.

riskvolatility— Vanguard Investor Education, 2000
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If you are buying options on Robinhood without understanding how they work, you are not investing. You are gambling with extra steps.

educationoptions— TikTok, 2021
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Leveraged ETFs are not for everyone. They are not even for most people. But when you are right about the direction and the time horizon, they are extraordinary.

leveraged-etfrisk— YouTube Channel, 2021
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I lost six billion dollars in one day in 2000. That experience taught me that the conventional rules of business can destroy you overnight. Bitcoin taught me the alternative.

bitcoinlessons— Podcast Interview, 2022
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I have never seen anything in my career with a risk/reward as good as Bitcoin right now.

bitcoinopportunity— Real Vision, 2020
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The key risk is not that Bitcoin goes to zero. The key risk is that you sell it at the wrong time.

bitcoinconviction— Newsletter, 2021
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When something is important enough, you do it even if the odds are not in your favor.

convictionentrepreneurship— TED Talk, 2013
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I knew that if I failed I wouldn't regret that, but I knew the one thing I might regret is not trying.

entrepreneurshipregret— Princeton commencement speech, 2010
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The biggest risk is not taking any risk. In a world that is changing quickly, the only strategy that is guaranteed to fail is not taking risks.

changeentrepreneurship— Startup School talk, 2011
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I would rather be wrong in public and learn than right in private and stay comfortable.

convictionlearning— Twitter, 2023
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The middle class is the most dangerous place to be. Comfortable enough not to act, vulnerable enough to lose everything.

middle-classrisk— Interview, 2017
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Insecurity is the enemy of greatness. The more insecure you are, the less risk you will take.

confidencemindset— Valuetainment, 2019
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Bulls make money, bears make money, pigs get slaughtered.

disciplinegreed— Mad Money (CNBC), recurring line (an old Wall Street adage he popularised)
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I'd rather grow slower without debt than grow faster with it. Leverage amplifies everything — including mistakes.

conservativedebt— Interview
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Planning is important, but the most important part of every plan is to plan on the plan not going according to plan.

margin-of-safetyplanning— The Psychology of Money
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The best investors don't predict the future. They prepare for multiple futures.

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Volatility isn't risk. Permanent loss of capital is risk. Know the difference.

investingrisk— YouTube
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Rule number one: don't lose money. Rule number two: don't forget rule number one.

disciplineinvesting— Attributed to Buffett, frequently cited by Town
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If you don't understand it, don't invest in it. It's that simple.

investingrisk— Rule #1 workshops
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Heads I win, tails I don't lose much. That's the Dhandho framework.

riskstrategy— The Dhandho Investor
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Risk is what's left over after you think you've thought of everything.

humilityplanning— New York Times column
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If someone promises you guaranteed returns, the only guaranteed thing is that you're about to lose money.

riskscams— YouTube channel
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Most financial innovation is just old leverage in a new wrapper.

derivativesrisk— Lectures and videos
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The best hedge against bad investments is understanding what you actually own.

educationinvesting— YouTube channel
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Every financial crisis looks obvious in hindsight. At the time, everyone involved thought they were being clever.

historyhumility— YouTube videos
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Fear is the disease. Hustle is the antidote.

hustlemotivation— Travis Kalanick, various interviews
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Failure is an option here. If things are not failing, you are not innovating enough.

failureinnovation— Elon Musk, SpaceX all-hands
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When something is important enough, you do it even if the odds are not in your favor.

determinationrisk— Elon Musk, 60 Minutes interview
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We made investing accessible. But accessible doesn't mean risk-free. Those are very different things.

educationresponsibility— Vlad Tenev, interview
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We underwrite every single transaction. That's expensive and slow. It's also why our default rates are half the industry average.

qualityrisk— Max Levchin, earnings call
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I'm optimistic about AI's potential to solve enormous problems. I'm also terrified of getting it wrong. Both feelings are appropriate.

honestyoptimism— Dario Amodei, podcast
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When you invest twelve minutes and the guy wants a billion, you're going to lose big or win big.

failureinvesting— Masayoshi Son on his WeWork investment decision, interview 2023
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Brilliant thinking is rare, but courage is in even shorter supply than genius.

couragerisk— Zero to One (2014), 2014
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The market is a very unforgiving teacher. If you're wrong about a major technological shift, you don't get a second chance to invest at the same price.

risk— Stanford Computer Science lecture, 2014
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The secret to my success is that I've always focused on the downside. If you protect the downside, the upside takes care of itself.

risk— Am I Being Too Subtle?, 2017
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I always try to avoid losing money. The best investments are the ones where the downside is protected.

risk— What It Takes, 2019
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Invest in things where, if you're wrong, you can still survive.

risk— Bloomberg interview, 2018
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Debt is a tool. Used correctly it can enhance returns. Used incorrectly, it can destroy value faster than almost anything else.

risk— KKR Annual Meeting, 2015
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The biggest risk in investing is not volatility. It's permanent loss of capital. Those are very different things and most people confuse them.

risk— CNBC Interview, 2019
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We're not afraid of volatility. Volatility is just opportunity wearing a scary mask.

risk— Institutional Investor Profile, 2009
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Most investors are optimistic because pessimism doesn't sell. We try to see the world as it actually is.

risk— Elliott Management investor letter, 2016
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The biggest risk is not taking any risk. In a world that is changing really quickly, the only strategy that is guaranteed to fail is not taking risks.

risk— JPMorgan Annual Shareholder Letter, 2019
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It's a tempest in a teapot. We're very comfortable with our positions.

risk— Quarterly Earnings Call, 2012
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The moment I feel the most vulnerable is when I feel the most comfortable.

risk— Goldman Sachs internal remarks, 2012
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Risk is not the enemy. Risk you don't understand is the enemy.

risk— BlackRock CEO interview, 2015
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I think the secret is to cut your losses quickly. That's the most important thing. If I'm wrong, I just get out.

risk— Market Wizards interview, 2001
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We are not in the business of predicting markets. We are in the business of managing risk.

risk— Institutional Investor interview, 2015
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Bulls make money, bears make money, but pigs get slaughtered. And the biggest pigs in investing are people who are afraid.

risk— Forbes Portfolio Strategy column, 2009
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We think the biggest risk isn't volatility — it's missing the compounding of a great business because you got scared out too early.

risk— Baron Funds Quarterly Letter, 2020
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We've made mistakes in risk management that we need to address. We were not adequately prepared for the macro environment that developed.

risk— Tiger Global investor letter, 2022
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Permanent capital loss is the enemy. Volatility is not the enemy. If you confuse the two, you'll make terrible decisions.

risk— CFA Institute presentation, 2011
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Shorting is the hardest thing in investing. You're fighting the natural drift of markets, and you can be right on the fundamentals and still lose money on timing alone.

risk— Delivering Alpha Conference, 2012
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Position sizing is where most investors leave the most money on the table. Having a great idea and putting 1% of capital in it is almost the same as not having the idea at all.

risk— Viking Global internal discussion, reported by former analysts
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The challenge with any quantitative strategy is that the more successful it becomes, the more people pile in, and eventually the edge gets arbitraged away.

risk— Academic conference remarks, 2003
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Volatility laundering is one of the most dangerous things happening in modern portfolio management. Private assets look smooth because nobody is marking them to market. The risk is still there. You just don't see it until you need liquidity.

risk— Financial Analysts Journal, 2020
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Being early in a short is just another way of saying you're wrong until you're right. The market doesn't care about your thesis — it cares about price.

risk— Financial Times interview, 2015
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Being early is indistinguishable from being wrong until it isn't.

risk— Real Vision interview, 2017
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The biggest risk is not taking any risk. In a world that is changing really quickly, the only strategy that is guaranteed to fail is not taking risks.

risk— Business forum remarks, 2014
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Risk and reward are two sides of the same coin. If you are not willing to take risk, you should not be in business.

risk— Forbes India Interview, 2020
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In luxury, you never compromise on quality. The day you accept a small compromise, you have accepted the principle of compromise.

risk— Interview with Les Échos, 2009
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The areas where failure is most likely are also the areas where success would be most important.

risk— Stanford GSB interview, 2015
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The biggest risk of all is not taking one.

risk— TED Talk, 2007
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Amazon was a buy in 2001 at $8. The thesis didn't change when the stock went down 90%. I got the timing wrong but the business right.

risk— Morgan Stanley retrospective interview, 2005
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Venture capital is a game where you lose most of the time. The question is whether your wins are big enough to cover your losses and then some. Ours have been.

risk— AVC.com, 2017
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We are in a risk bubble. The risk-taking has been enormous. The valuations have been enormous. And a lot of people are going to get hurt.

risk— SXSW keynote, 2015
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The mistake isn't backing companies that fail. The mistake is backing companies that fail for boring, predictable reasons you should have caught.

risk— Midas List interview, 2017
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You have to be willing to be wrong. If you're not wrong often enough, you're not taking enough risk.

risk— Forbes interview, 2018
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The biggest mistake an investor can make is not being in the game. Missing the great companies is far more costly than losing money on the bad ones.

risk— Fortune interview, 2014
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Venture capital is not about being right most of the time. It's about making sure that when you're right, the outcome is large enough to matter enormously.

risk— Stanford GSB talk, 2020
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I think diversification across ideas is a way of admitting you don't have conviction. The name of the fund is intentional.

risk— Conviction launch interview, 2022
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The cost of missing a great company is much higher than the cost of overpaying for one. Asymmetry matters.

risk— Stanford GSB talk, 2013
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The biggest mistake you can make in a downturn is cutting too slowly. The companies that survive are the ones that make hard decisions fast and then rebuild from a position of strength.

risk— All-In Podcast, 2022
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I lost a lot by saying what I believed. I'd do it again. Money you earn back. Integrity you don't.

risk— Interview with Tucker Carlson, 2020
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The short side is never as simple as it looks. You can be right about the business and still lose money for a very long time.

risk— Reported in investor circle accounts
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I have never, ever met a trader who is successful over the long term who doesn't follow stop-losses.

risk— Hedge Fund Market Wizards by Jack Schwager, 2012
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I want to be very aggressive in going after returns. I never want to be in a position where I can lose large.

risk— Hedge Fund Market Wizards by Jack Schwager, 2012
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The best traders I know are obsessive about risk management. They think about what can go wrong before they think about what can go right.

risk— Brevan Howard internal communication (reported)
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The biggest risk is permanent loss of capital. Volatility is not risk. A stock going down 30% while the business remains intact is not a loss — it's an opportunity.

risk— Financial Times interview, 2019
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The biggest risk in running a fund is not a bad trade. It is a bad process. A bad process will eventually produce bad trades. A good process will self-correct.

risk— Marshall Wace investor letter, 2016
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Geopolitical events are the most underpriced risk in financial markets because most analysts are economists, not historians.

risk— Attributed
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The Kelly Criterion tells you how much to bet when you have an edge. It also tells you never to bet so much that you risk ruin. Ruin is the only thing you can't recover from.

risk— A Man for All Markets, 2017
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The question is not whether there will be a financial crisis. The question is how large it will be and when it will occur.

risk— CNBC Interview, 2015
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Risk is not the same as volatility. Risk is the probability of a permanent loss of capital. A stock that goes down 50% is only risky if the business is impaired.

risk— Interview, Bloomberg, 2012
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Avoiding permanent loss of capital is the first job. Everything else follows from that.

risk— Oaktree Capital investor letter, 2009
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I think about expected value constantly. If something has a small chance of being world-changing and a large chance of failing, the math can still work out.

risk— Lex Fridman Podcast, 2021
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The opportunity cost of not having Bitcoin in your portfolio is becoming greater every year.

risk— CoinDesk Interview, 2020
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I was the youngest person on the SAP executive board. I walked away from a clear path to CEO. People thought I was insane. Maybe they were right.

careerentrepreneurship— Fortune Interview, 2008
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We dropped out of Stanford after one semester. Our professor said we were making a mistake. Our bank account disagreed.

educationentrepreneurship— Podcast Interview, 2019
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We walked away from SMBs entirely in 2022. Fired those customers. Everyone called it suicidal. But you can't be everything to everyone and win.

focusrisk— The Information Interview, 2022
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I dropped out of Harvard Business School to start a company in South Korea. My professors thought I was throwing away my career. I was just picking a different one.

educationentrepreneurship— Forbes Interview, 2021
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Yield is just a word for where the money is coming from. And if you don't know where the yield is coming from, you are the yield.

cryptofraud— Bloomberg Interview, 2022
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I had the building demolished on a holiday weekend because I knew the city would fine me and then move on. They fined me $2 million. The site was worth $100 million. You do the math.

audacityreal-estate— Interview, 2010
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I lost seven buildings in one year. Seven. Most people would have retired. I started planning the tallest residential tower in New York. What else was I going to do — play golf?

determinationresilience— Profile Interview, 2016
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I left BiggerPockets — the most popular real estate podcast in the world — to go all in on my own fund. People thought I was crazy. But I did not build a media platform to stay behind a microphone forever.

entrepreneurshiprisk— Interview, 2022
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I emptied my entire 401(k) to fund Calendly. Every penny of my retirement savings. My financial advisor thought I had lost my mind. That was the best investment I ever made.

convictionfounding-story— Interview, 2021
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Respect the market. It is bigger than you, smarter than you, and it has been around longer than you. The moment you think you have it figured out is the moment it teaches you a lesson.

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In the stock market, the money you don't lose is more important than the money you make. Avoiding stupidity is the whole game.

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I left Samsung because I realized I would spend 30 years building someone else's dream. I wanted to spend 30 years building my own — even if it failed.

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When Silicon Valley Bank failed on a Friday and we had $3.3 billion stuck there, USDC depegged to 87 cents. Those were the longest 48 hours of my life. The government backstop on Sunday saved us — and taught us to never concentrate reserves again.

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When I bought UBA, people said I was crazy — the bank was nearly dead. I saw a platform that could reach 20 African countries. They saw a corpse. I saw a sleeping giant.

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I was at Lehman Brothers when it collapsed. I watched a 158-year-old bank disappear overnight. That taught me two things: institutions are fragile, and complacency kills. I run Revolut like it could die tomorrow.

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The biggest risk is not taking any risk. In a world that's changing quickly, the only strategy that is guaranteed to fail is not taking risks.

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Through Kima Ventures, I invest in about 100 startups per year. Most will fail. Some will change the world. The math works because the winners pay for all the losers ten times over.

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We launched over 100 companies in 100 countries. Most failed. The ones that survived — Zalando, Delivery Hero, HelloFresh — created more value than the failures destroyed. That is the game.

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I left a tenured professor position at Cornell to build Avalanche. In academia, that's the equivalent of setting your career on fire. But some things need to be built, not just published.

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The best investment I ever made was not a stock or a startup — it was betting on myself when no one else would.

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The most dangerous words in business are: this time it is different. It never is.

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Quitting medicine was the scariest financial decision I ever made. It was also the most profitable by a factor of fifty.

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I dropped out of MIT at 19. My parents were not thrilled. But I had seen enough to know that the idea was better than the degree.

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The Power of Broke is real. When you have nothing to lose, you have everything to gain.

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My strongest suit is not stock picking. It is risk management.

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I learned more about probabilities and risk from playing blackjack in Las Vegas than I ever did in an MBA classroom.

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A strong dollar is the wrecking ball for the global financial system. And the wrecking ball is swinging.

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I made a lot of money for a long time and then I gave a lot of it back. That is the story of concentrated investing.

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If you cannot stomach a 50 percent decline in your investment you should not be in equities.

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Margin of safety is not a concept. It is a religion.

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When interest rates moved 400 basis points in a year we were holding thousands of homes. That is what risk looks like in real estate.

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Every home in our inventory is a bet. When the market moves against you all those bets move against you at once.

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Mortgage lending is a rate-sensitive business. When rates double your business does not halve. It falls off a cliff.

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Central banks have created the largest asset bubble in human history. When it pops the consequences will be generational.

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Smart contract risk is real. One bug could cost billions. We audit everything. We run bug bounties. We still lose sleep.

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Portfolio resilience is more important than portfolio optimization. Prepare for multiple scenarios not just the most likely one.

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The greatest risk is not taking one. I have applied that to basketball business and tequila.

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Megathreats. Climate change. AI displacement. Deglobalization. Debt crises. The world faces more simultaneous risks than at any time since the 1930s.

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If proprietary models win and open source dies our business dies too. We are all in on open source AI.

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I think the main quality you need in running a newspaper is a stomach for risk.

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The trouble in America is not that we are making too many mistakes, but that we are making too few.

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The most dangerous words in finance are: this time is different. The second most dangerous: it can't happen here.

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The opportunity is always greatest where others see the most risk.

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The biggest risk is not taking any risk. In a world that is changing really quickly, the only strategy that is guaranteed to fail is not taking risks.

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Conservative investors sleep well.

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All bubbles end badly. Every single one without exception.

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I like buying companies that have low debt. I don't like businesses that owe a lot of money.

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Poker taught me more about risk management than any finance textbook ever could.

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Crypto is volatile. Get used to it. If you can't handle a 50% drawdown, you don't deserve the 500% upside.

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Doing what everybody else is doing at the same time that everybody else is doing it is a formula for disaster.

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The four most dangerous words in investing are: this time it's different.

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The greatest risk in investing is not volatility. It's doing something stupid because you panicked.

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Leverage is a tool. In the right hands, it builds fortunes. In the wrong hands, it destroys them.

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The market rewards conviction. The market also destroys overconfidence. The line between them is thin.

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When you're old like me, the thing you regret is not the money you lost. It's the deals you didn't do.

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I've made money and I've lost money. I'd rather be in the game losing than sitting in the stands watching.

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The riskiest thing we can do is just maintain the status quo.

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I've never had a safety net. That's why I run so fast.

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Leverage in crypto is just a tool. Used correctly, it amplifies returns. Used incorrectly, it amplifies destruction.

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I was in the room when LTCM nearly destroyed the global financial system. I learned that nothing is as safe as it looks.

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The worst thing that can happen to you is you go broke. I've been broke. It's not that bad.

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Complex systems don't fail gradually. They fail suddenly. The snowflake doesn't cause the avalanche — the mountain does.

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Credit investing generates more consistent returns with less downside than equity. That's why Apollo shifted.

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One regulatory decision in one state can affect millions of users. We live with that risk every day.

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Insurance is about pricing risk correctly. Better data means better pricing. Better pricing means better business.

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The 2022 downturn tested our model. Defaults rose. We tightened underwriting. The core idea is still sound.

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The greatest risk is not taking one. You miss 100% of the shots you don't take.

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I quit my hedge fund job to make YouTube videos about math. My family thought I was insane.

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The biggest risk is being unwilling to take any risk at all.

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The greatest risk is playing it safe. Mediocrity is the real danger.

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Rock and roll and venture capital have more in common than you'd think. Both are about taking risks on something new.

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Diversify geographically. No single country should hold your entire fortune.

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I put $27 million of my own money into that whiskey. If you won't bet on yourself, why should anyone else?

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Employee number 30 at a company worth $65 billion. The lesson: join rockets, not safe bets.

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I left a CEO job to make angel bets because I'd rather be in the arena than the skybox.

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$710 million to challenge the most valuable company in tech. We knew the odds.

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I quit my job making laser printers to build a fusion reactor. My wife was surprisingly supportive.

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I quit a law firm in Africa to figure out how to make eggs without chickens. My parents thought I'd lost it.

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We nearly ran out of money in 2015. If we had raised one month later, DoorDash wouldn't exist.

riskstartups— Interview with The Information, 2021
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Everyone told us we were crazy to start a bank in Brazil. Five banks controlled everything. But that's exactly why the opportunity existed.

contrarianentrepreneurship— Stanford GSB talk, 2022
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Risk more than others think is safe. Dream more than others think is practical.

ambitionrisk— Speech at ASU, 2017
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I came to this country with nothing. That gives you a very different relationship with risk — when you've already lost everything once, starting over isn't as scary.

immigrationresilience— Interview, 2019
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Facebook offered us $3 billion. We were 23. Everyone said we were stupid to turn it down.

convictionentrepreneurship— Interview, 2019
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The Eagles were nobodies when I signed them. Guns N' Roses were a mess. Nirvana was underground. I back artists, not sure things.

musicrisk— Rolling Stone Interview, 1992
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In 2008, we had seven billion pounds of debt and the world stopped. I thought I'd lost everything. We negotiated with 230 banks and survived.

resiliencerisk— INEOS company history, 2015
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I grew up with nothing. No parents, no money, no connections. Everything I built came from taking chances others wouldn't.

resiliencerisk— Court testimony, 2012
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In Russia in the 1990s, there were no rules. You either figured it out or you disappeared.

entrepreneurshiprisk— Court deposition, 2012
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I dropped out of USC to run Box from a dorm room. My parents were not thrilled. They're fine now.

entrepreneurshiprisk— Conference talk, 2017
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I've always been a contrarian. The problem with being a contrarian is that sometimes the crowd is right and you're the fool.

contrarianhumility— Interview, 2018
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The biggest risk is the one you don't know you're taking. Most investors are concentrated in ways they don't understand.

awarenesshidden-risk— Bridgewater research, 2015
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We believed crypto was going much higher. Why hedge something you believe in?

convictionleverage— Court documents, 2022
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I opened my first electronics stall with $1,800. My entire life savings. If it failed, I had nothing. So I made sure it didn't fail.

determinationentrepreneurship— Company biography, 2014
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Luna was supposed to be a stablecoin. A stablecoin going to zero was not in our risk models.

failureluna— Interview from Dubai, 2022
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Concentration is wonderful when it works. When it doesn't, you learn why diversification exists.

diversificationlessons— Interview, 2019
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I went $53 million into debt to follow my dreams. You have to be willing to lose everything to gain everything.

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I wrote my PhD thesis about why EV companies fail. Then I started one. You could call that confidence or insanity.

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You can't win a major by playing safe. You have to go for pins other guys won't.

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I don't regret the risks I've taken. I regret the ones I didn't take.

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I've made some bad bets. But I've also made some great ones. That's the nature of being aggressive.

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I've always played my best when I've played bold. That applies to golf and to business.

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I backed a 23-year-old who wanted to kill music piracy by giving music away for free. Everyone thought we were insane.

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We invested in SpaceX when it had zero successful launches. That's what frontier investing looks like.

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The first dollar into a startup carries more risk and more reward than any dollar that follows.

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Avoiding big losses is as important as capturing big gains. Over 40 years, the math proves this beyond any doubt.

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Every entrepreneur needs to be comfortable with a very high level of uncertainty. If you wait for certainty, you'll never start.

entrepreneurshiprisk— Thiel Fellowship retrospective interview, 2021, 2021
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The markets have the capacity to do things that regulators cannot anticipate. Sometimes that is a feature. Sometimes it is a catastrophic bug.

marketsregulation— The Age of Turbulence, 2007, 2007
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Risk is not the enemy. Mispriced risk is. If you understand the risk better than the market, you should take it. If you don't, walk away.

insuranceinvesting— Berkshire Hathaway Annual Meeting, 2017, 2017
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We tell girls to play it safe and do everything right. We tell boys to be brave and try things. Then we are surprised that men dominate every risk-taking field.

educationrisk— Brave, Not Perfect, 2019, 2019
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The best insurance decisions I have ever made are the risks I declined to write. Saying no is the most underrated skill in underwriting.

disciplineinsurance— Berkshire Hathaway Annual Meeting, 2019, 2019
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I play football with joy. I make business decisions the same way. Not every decision will be right — but all of them will be mine.

autonomyjoy— Red Bull content series, 2022, 2022
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I left school at 16 to race in Europe. Most people thought I was crazy. Most of the best decisions of my life looked crazy at the time.

couragedecision-making— Pretty Intense memoir, 2017, 2017
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Concentrate your energies, your thoughts and your capital. The wise man puts all his eggs in one basket and watches the basket.

focusinvesting— Address to students, 1885
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Liquidity is the one thing you can't buy when you actually need it.

crisisliquidity— Industry panel discussion
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Due diligence isn't a checklist. It's a relationship. You have to understand how someone thinks under pressure, not just how they perform in a bull market.

due-diligenceinvesting— SkyBridge SALT Conference
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Models tell you what should happen. Markets tell you what is happening. When they disagree, trust the market.

marketsrisk— Trading desk philosophy
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I'd rather take a big loss on a trade I understood than a small loss on one I didn't.

disciplinerisk— Peer interview
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In a crisis, the only thing that matters is liquidity. You can be right about every position and still go bankrupt if you can't meet margin calls.

crisisliquidity— Post-2008 investor conference
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The army taught me one thing that Harvard didn't — how to make decisions when you don't have all the information and the consequences are real.

disciplinemilitary— Interview
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Discipline beats talent. I've seen brilliant traders blow up because they couldn't follow their own rules when it mattered.

disciplinerisk— CQS internal meeting
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I grew up in a housing project. The thing about starting with nothing is you're not afraid of losing it.

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Leverage is a tool that makes smart people feel invincible right up until the moment it destroys them.

disciplineleverage— Private conversation
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The biggest risk in investing is the risk you don’t see coming.

investingrisk— Interview, 2012
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The London Whale wasn’t a mystery. The positions were so large they were distorting the market. You just had to be willing to stand on the other side.

contrarianlondon-whale— Financial Times interview, 2013
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209% in one year sounds amazing until you realize it means I was taking enough risk to lose 100%.

honestyreturns— Hedge fund conference, 2019
“

Losing $1.8 billion of someone else’s money teaches you things about risk that no MBA program ever will.

failurelearning— Conference speech, 2015
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I’d rather miss a move than get caught in a bad one. There’s always another trade.

disciplinepatience— Market Wizards, 1988
“

When the government changes the rules in the middle of the game, there’s no hedge for that.

governmentregulation— Legal filing context, 2015
“

Climate change is the biggest investment opportunity and the biggest threat of our lifetime. You can’t separate the two.

climateinvesting— CNBC interview, 2020
“

Taking over Steak n Shake at 31 was either the bravest or the dumbest thing I’ve ever done. The stock price says it was the former.

entrepreneurshiprestaurants— Interview, 2015
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I didn’t go to college. I went to the futures pit. Turns out, one of those teaches you more about risk.

educationrisk— Sports Business Journal, 2015
“

In biotech, one FDA approval can make your decade. One FDA rejection can ruin your quarter. That’s the game.

biotechfda— Investor presentation, 2018
“

I was homeless at 18 and sleeping in my car. That kind of experience either breaks you or gives you an unfair advantage in understanding risk.

origin-storyresilience— Interview, 2019
“

Selling my car was the first real bet I made on myself.

risk— Founder Story, 2001
“

The biggest risk in my career was not joining Alibaba. It was staying comfortable at a job that paid well but would never change my life.

“

The Zozosuit was my biggest failure. But I would rather fail trying something nobody has done than succeed at something boring.

“

Seed investing is about buying lottery tickets where you have read the research and know the odds are better than everyone thinks.

“

I bought an airline for one ringgit. People said I was crazy. Those same people now fly AirAsia.

“

I dropped out of Stanford at 17 because I thought I could build something that would save millions of lives. The jury is still out, but I'd make the same decision again.

“

Build from a position of financial strength so you never have to make a decision out of desperation.

investingrisk— Business speech
“

If you want to win in sports, you've got to be willing to take a risk.

risksports— Interview
“

The key to long-term survival and prosperity has a lot to do with the money management techniques incorporated into the system.

“

The worst thing you can do is miss a major trend. Missing the bus is worse than being on the wrong bus.

opportunityrisk— Various
“

I never argue with the tape. If a stock goes down, I get out.

disciplinerisk— How I Made $2,000,000 in the Stock Market
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I keep my losses small and let my profits run. That is the whole secret.

disciplinerisk— How I Made $2,000,000 in the Stock Market
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I made my money by selling too soon.

“

The shale revolution didn't happen because of big oil companies. It happened because of wildcatters like me who were willing to take the risk.

“

If we get AI right, it could be the most beneficial technology in human history. If we get it wrong, it could be the most dangerous.

ai-safetyresponsibility— Various speeches
“

The default outcome of advanced AI is not good. We have to deliberately steer it toward good outcomes.

ai-safetyresponsibility— Machines of Loving Grace essay
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Junk is a state of mind, not a state of credit.

“

Biotech is the only industry where one molecule can change everything. That is terrifying and exhilarating in equal measure.

“

Islamic banking is not a restriction. It is a discipline that protects both the bank and the customer from greed.

bankingislamic-finance— Al Rajhi Bank internal address, 1990
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Any investor who ignores geopolitics is not an investor — they are a gambler who has not yet lost.

geopoliticsinvesting— INSEAD alumni lecture, 2010
“

We do not view volatility as risk. Risk is the probability of a permanent loss of capital.

riskvalue-investing— Allan Gray fund commentary, 2008
“

Africa is not a risk — Africa is the opportunity that others are too afraid to see.

africaopportunity— Maroc Entrepreneurs Summit, 2016
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Every business cycle reaches its peak. The investor who ignores this will be reminded by the market.

business-cyclesmacro— T. Rowe Price Associates annual review, 1968
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The fundamental law of investing is the uncertainty of the future.

investingrisk— Against the Gods: The Remarkable Story of Risk, 1996
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The riskiest moment is when you are right. That is when you put on too much weight, get overconfident, and lose discipline.

disciplineoverconfidence— Interview, Financial Analysts Journal, 2004
“

Without a command of probability theory, you are just a gambler in the dark.

decision-makingprobability— Against the Gods: The Remarkable Story of Risk, 1996
“

The only investors who should not diversify are those who are right 100% of the time.

diversificationindex-investing— Various interviews and lectures, 2010
“

Distressed investing is not about being ghoulish. It's about pricing risk better than everyone else.

contrarian-investingdistressed-investing— Conference presentation, 1997
“

I would rather lose one-third of my shareholders than lose one-third of my shareholders' money.

capital-preservationclient-relations— Various interviews, 2001
“

The greatest risk is not volatility. It is the permanent impairment of capital.

capital-preservationphilosophy— CFA Institute address, 2003
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The key to investing is not predicting the future. It's buying assets at a discount so large that even if you're wrong about the future, you still win.

deep-valuemargin-of-safety— Value Investing: A Balanced Approach, 2000
“

Risk is not knowing what you're doing.

researchrisk— Kahn Brothers Group investor commentary, 2005
“

Investors who confuse short-term market movements with long-term fundamental risk make very expensive mistakes.

fundamentalslong-term— Goldman Sachs Annual Market Outlook, 1999
“

A quantitative model is only as good as the discipline to follow it when it tells you something uncomfortable.

disciplinequantitative— Drexel University Alumni Event, 2003
“

Market crashes don't come out of nowhere. The warning signs were there in 1987. The question is whether you're looking for them.

forecastingmarket-crash— USA Today Interview, 1988
“

The chart tells you what market participants collectively believe. You ignore that at your own risk.

market-psychologyrisk— CNBC Interview, 2008
“

When long-term support levels break, the chart is telling you something that the fundamentalists have not figured out yet.

market-structurerisk— Institutional Investor Interview, 2001
“

Diversification is the only free lunch in investing. Everything else has a cost.

asset-allocationdiversification— Various interviews and writings, 2010
“

Once you've won the game, stop playing.

financial-philosophyretirement— The Investor's Manifesto, 2009
“

I saw the Hainan bubble from the inside. When you see speculation that wild, the only smart thing to do is take your money and leave.

disciplinemarket-cycles— Interview with Chinese Business Magazine, 2008
“

The best deals I have ever made were in markets that other people thought were too risky to enter.

contrarianemerging-markets— Egyptian-British Business Council Annual Dinner, 2019
“

A currency devaluation is painful for every business in Egypt. The question is not whether it hurts — it is whether you have built the company to survive it.

currencyresilience— Egypt Economic Development Conference, 2023
“

Seed investing is a game of being early and being right. You will be wrong a lot. The key is to be spectacularly right a few times.

portfolio-strategyrisk— Village Global portfolio newsletter, 2022
“

I bought a store with borrowed money and a lot of nerve. That is still the best business plan I ever wrote.

entrepreneurshiporigins— NYU commencement address, 2008
“

The biggest risk of all is not taking one.

businessentrepreneurship— The Art of Being Unreasonable, 2012
“

India's biggest risk is not poverty. It is the weakening of the intermediary institutions — the NGOs, the journalists, the universities — that stand between the citizen and raw state and market power.

civil-societydemocracy— World Economic Forum, 2020
“

It was a calculated risk. Every big bet looks crazy before it works.

decision-makinginvesting— The New York Times, 2015
“

The Lakers are bigger than any one player or coach. We have to protect the brand while still taking risks.

brandleadership— Los Angeles Times, 2020
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Transitions are either your greatest risk or your greatest opportunity. You choose which one it is.

market-transitionsrisk— Connecting the Dots, 2018
“

A leader who is afraid of failure will not take bold action. Bold action is what separates transformational leaders from managers.

decision-makingleadership— Tough Choices memoir, 2006
“

The SVB weekend showed that USDC is resilient. It de-pegged briefly and recovered. That stress test proved more than six years of smooth operation ever could.

bankingrisk— Circle Blog and press conference, 2023
“

I am always frightened. Fear means you are doing something that matters.

creativityrisk— Interview, 2015
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In the oil business, you learn quickly that not every well comes in. You accept uncertainty as part of the equation before you ever turn a drill bit.

entrepreneurshipoil-gas— Texas Monthly, 2008
“

The film business is unlike any other I've been in. You can have the right story, the right talent, the right marketing, and the audience still decides. That humility is a good lesson for any investor.

film-productionlessons— Variety industry profile, 2014
“

You can't be in this business and be timid. Pipelines take years to permit and build. You commit, and you execute.

commitmentenergy-infrastructure— Hart Energy conference remarks, 2015
“

You cannot build a ten-billion-dollar piece of infrastructure unless you are willing to look completely ridiculous for a very long time.

entrepreneurshipinfrastructure— Energy Conference Speech, 2018
“

I have always believed that the greatest risk in this business is not drilling a dry hole. It is failing to lease the land before someone else does.

landoil-gas— Chesapeake Energy Annual Meeting, 2005
“

You have to go where nobody else is willing to go. The greatest discoveries are never made in comfortable places.

discoveryexploration— Mining industry conference, 2018
“

Climate change is not a risk for the future. It is a risk for right now, and it will reshape demand for every commodity we produce.

climate-changeenergy-transition— World Economic Forum, Davos, 2018
“

We arrived in Los Angeles with no money, no return ticket, and an agreement that if the show flopped we would disband. We had nothing to lose — and that is exactly the right state of mind for doing something that has never been done before.

cirque-du-soleilentrepreneurship— Le Devoir interview, 1999
“

After taking risks and drilling a lot of dry holes, when it looked like all hope was lost, I'd find something that kept me going.

perseverancerisk— Horatio Alger Association, 2023
“

Your life will also be fluctuating and you will die of a heart attack. If you really lose sleep over it, maybe the best way is to keep the money in the bank.

peace-of-mindrisk— The Business Times (Singapore) interview, 2007, 2007
“

No one could have planned for a world where every ship had to stop at once.

cruisespandemic— On the cruise collapse
“

We have success and sometimes we have failure. And sometimes if I see no failure, I wonder if we didn't push it enough.

innovationleadership— The National, 2018
“

I was 25-26 and at that age, you had no fear of failure. You felt you could do anything.

entrepreneurshiprisk— Outlook Business, 2018
“

We are in the business of backing outliers.

power-lawrisk— Peak XV interviews
“

I enjoy dreaming, I enjoy building, I enjoy the ambiguity and uncertainty of creation.

buildingmindset— YourStory interview
“

When you are young, your ability to take risks is very high.

entrepreneurshiprisk— Wharton interview, 2011
“

At the start there was no expectation. We had nothing to lose.

foundinginfosys— Interview on founding Infosys, 2011
“

Fail fast and spend as little money as possible to get your ideas validated.

disciplinerisk— Innovation for Impact interview, 2023
“

One of the huge attractions of Arista was that it was small and entrepreneurial.

careerentrepreneurship— American Bazaar interview, 2024
“

Don't be afraid to fail.

entrepreneurshiprisk— 20VC interview, 2024
“

The biggest risk I face is illiquidity. We still have a lot of capital calls coming in.

endowmentilliquidity— Bloomberg Wealth, 2022
“

You'd better do your homework and do all of the testing beforehand so you know what you will do.

disciplinedue-diligence— Bowdoin College interview, 2021
“

By choosing stocks with a substantial difference between price and value, a wide margin of safety is created. The lower the purchase price relative to value, the lower the risk. Contrary to popular belief, by decreasing risk, this method increases potential reward.

margin-of-safetyrisk— Value Investing Today, 2003
“

The most important thing that you need is rule of law so you have a predictability in the restructuring process.

distressed-debtrestructuring— SALT Talks #50, 2021
“

Deutsche Bank is too big to fail. We think management has a good handle on it.

banksmarkets— Institutional Investor
“

We don't use lots of leverage, the industry doesn't. The liability structures are very long tailed.

private-creditrisk— T. Rowe Price The Long View interview
“

Life is millions of combinations of probabilities that are interdependent, hard to predict.

philosophyrisk— Peak XV Partners profile, 2024
“

As long as there is diversification among high-quality companies, the risk of permanent capital impairment is minimal.

diversificationquality— Morningstar India, 2020
“

I am not afraid of my portfolio companies failing. I am more afraid of them not trying something ambitious.

ambitionrisk— Public interviews
“

I would rather back a founder ten years too early than a company that is already obvious.

convictionrisk— On his early-stage investing style, 2017
“

A crisis is the worst time to be a broker and the best time to start a firm.

entrepreneurshiprisk— Public remarks, 2016
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There are failures with integrity, and there are failures without integrity.

foundersintegrity— IDNFinancials, 2024
“

When you jump, the net appears.

convictionphilosophy— Love Your Work podcast
“

You need to be greedy when everyone is careful. We did 10 times more investments in 2022, when a lot of people were not investing anything.

contrarianrisk— Entrepreneur India, 2023
“

If every deal worked, you wouldn't be in venture capital. You'd be in luck.

riskventure-capital— ION Analytics interview, 2021
“

It's okay to wait it out. As they say, live to fight another day. But you have to live so that you can fight again.

cash-managementrisk— KrASIA, 2020
“

You should take the investment risks since you can afford them.

riskwealth— Asia Philanthropy Forum, 2021
“

We are fighting a war for our future.

impactrisk— Asia Philanthropy Forum, 2021
“

In finance, risk management is really the bottom line.

risk— McKinsey interview, 2026
“

This is why we say that Ethereum's complexity may be a curse.

complexityethereum— MEV and me (Paradigm), 2021
“

In any case, it's time to seriously consider what measures we can take if the situation deteriorates.

mevresearch— MEV and me (Paradigm), 2021
“

Being early means being alone and uncomfortable for a long time. That is where the returns are.

contrarianinvesting— Interview, 2018
“

Volatility does not scare me. Missing the important networks does.

convictionrisk— Interview, 2019
“

Concentration is a double-edged sword. When you are right it is glorious. When you are wrong there is nowhere to hide.

concentrationftx— Interview, 2022
“

The biggest risk in crypto is not volatility. It is where you keep your assets.

counterpartyftx— Interview, 2022
“

Conviction only pays if you can hold through the pain.

convictioninvesting— Interview, 2021
“

The real risk in crypto is not a price drop. It is backing a network nobody ends up using.

adoptionrisk— Podcast interview, 2022
“

If you would not roll up your sleeves and help a network, you probably should not own it in size.

convictiondefi— Podcast interview, 2021
“

Being early and surviving the swings is the price of catching something before everyone believes.

convictionrisk— Podcast interview, 2022
“

Poker did not teach me to gamble. It taught me bankroll management. Do not go broke.

pokerrisk— Interviews, 2021
“

It was terrible at the time, but in hindsight it turned out to be a blessing in disguise.

ftxindustry— ChainCatcher interview, 2023
“

I would never, as a hedge fund investor, invest in a blackjack player. But I've made a lot of money investing in casinos.

platformsrisk— CoinDesk, 2024
“

Midway through last year, I think the music had stopped, but some people were able to keep on dancing for longer than others.

bear-marketcrypto-cycle— The Block, 2023
“

You have to be willing to look wrong for a long time in this market. Conviction without patience is worthless in crypto.

convictionpatience— Interview, 2018
“

In crypto, concentration is how you win and how you get hurt. I would rather own a few things I deeply believe in.

concentrationconviction— Interview / Arthur_0x, 2021
“

In DeFi, the code is the law. That is the whole point, and also the scariest part.

coderisk— Interview, 2021
“

I have been a stock broker for all my life. I have seen all the crashes, financial crisis, where really, it is only a paper loss. Just make sure you are not jammed with cash flow.

riskpatience— Singapore press interview, 2007, on his Wilmar stake, 2007