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  • Lloyd Blankfein on the 3 Sectors Where He Puts His Money Now: Big Tech, Energy, and Financial Services, Day Trading From an iPad, and the Warren Buffett Handshake That Backed Goldman in 2008

    Lloyd Blankfein spent almost 40 years at Goldman Sachs, the last dozen as its chairman and chief executive, and he still trades almost every day from an iPad. In this wide ranging conversation on the My First Million podcast, the former Goldman boss lays out exactly where he is putting his own money right now, why a supportive spouse beats nearly any investment, how Warren Buffett wired five billion dollars into Goldman on a handshake during the 2008 crisis, and why he reads medieval history to stay calm about the present. It is part stock picking, part risk philosophy, and part a frank accounting of money, marriage, and the scars of growing up in the projects.

    TLDW

    Blankfein says he is roughly 98 percent in risky assets, almost all equities, and concentrated in three sectors he knows cold: big tech, energy, and financial services. His personal book leans heavily into single stocks over ETFs, weighted toward the big hyperscalers and a few second tier names, and he trades daily, alone, from an iPad and a phone, using calls and texts as his research network. Yet the advice he gives a normal investor is the boring opposite: a diversified S&P 500 fund like VOO, more risk when you are young because you will outlive your mistakes, the same thing Warren Buffett would tell you. The conversation ranges across the 2008 Buffett investment in Goldman, the cost of trying to legislate risk out of markets, the thin margin between the best and the rest, luck and the myth of the genius, why reputation is the real contract on Wall Street, why a supportive spouse is the highest return asset he knows, the money anxiety he carried out of a Brooklyn housing project, the dignity of a 500 dollar financial aid check, giving with a warm hand versus a cold one, the dangers of gamified investing, the big misses like SpaceX and early cellular, the obituary test a senior partner once gave him, and why reading history keeps the present in proportion.

    Thoughts

    The most useful tension in this interview is the gap between what Blankfein practices and what he preaches. He tells young people to buy a diversified S&P 500 index fund, he holds VOO himself, and he calls the host’s plain 90 percent stocks and 10 percent bonds split sensible. Then he admits his own portfolio is something like 90 percent single stocks that he trades by hand every day. The honest read is that his edge is not a transferable tip. It is a 40 year information network of phone calls and a tolerance for risk that most people neither have nor should want. The replicable lesson is the boring half, not the day trading half.

    The most contrarian idea here is not a stock pick, it is his defense of risk itself. His argument that regulators trying to prevent the hundred year storm also forfeit the 99 normal years of growth in between is a serious claim about the price of safety, and it travels far beyond Wall Street. The same goes for his point that a good risk manager sometimes has to push people to take more risk, not less. The moment after a loss, when everyone goes gunshy, is exactly when the best operators lean back in. That is an uncomfortable thing for a former bank CEO to say out loud, and it is the part of the conversation most worth sitting with.

    The Warren Buffett story is a master class in what actually moves markets, and it is not cash. Goldman did not need the five billion dollars. Blankfein says the money was almost irrelevant because the firm already had money. What it could not manufacture was confidence, and Buffett’s name supplied it. The handshake, the commitment with no paperwork, the line about worrying enough for the both of us, all point to the same thing. At the top, reputation is the collateral. His aside that most trades are never written down because you will never eat lunch in this town again is the same idea wearing street clothes.

    Quietly, the personal finance thread may be the most valuable part for a normal listener. A former Goldman CEO saying that a supportive partner is more game changing than any investment, that a bad marriage is financially worse than being lonely, and that he has not paid a bill in over 40 years because his wife runs the household economy, is a reminder that household stability is itself an asset class. The 500 dollar financial aid check he still remembers half a century later, and his give with your warm hand philosophy, reframe wealth as something measured by how it feels to give and to receive, not just by the size of a pie chart.

    Finally, the history obsession is not a side hobby, it is his risk model. Reading about the black plague, the McCarthy era, and the Vietnam draft is how he keeps the present in proportion. His Mark Twain line, that history does not repeat but it rhymes, is the direct antidote to the in this economy defeatism he and the host both complain about. For an investor, that long view is close to the whole game. It is what lets you hold through the drawdowns that scare everyone else out of the market.

    Key Takeaways

    • Blankfein estimates he is about 98 percent in risky assets, with roughly 95 of those 98 points in equities, and the rest spread thin. He invests in risky assets because, in his words, that is what is fun for him.
    • Within his equities, he is heavily tilted toward single stocks rather than ETFs. He frames it as roughly a quarter to a third in ETFs and the rest in single names, and concedes it could be as lopsided as 90 percent single stocks because picking names is what he enjoys.
    • The three sectors he has concentrated in for years are big tech, energy, and financial services, and he says his outperformance comes from where he focused, not from any special genius.
    • On tech he owns the big hyperscalers, the Googles, Microsofts, and Nvidias of the world, plus a tier just below them, naming Oracle and Larry Ellison as an example of a slightly riskier second tier name. He thinks in categories, not fixed tickers, because he changes positions constantly.
    • He says he has a background in trading energy, which is why energy is a core sleeve, and he knows financial services from the inside after almost 40 years at Goldman, so those are natural areas of edge.
    • He still owns a lot of Goldman Sachs stock, out of affection for the firm he spent his career building.
    • He is bullish on big tech and plans to stay bullish until it stops going up. His foreseeable future, he jokes, lasts until he finishes the conversation and checks the screen again.
    • He trades every single day, alone, with no team. He does it from an iPad and a phone, not a computer, and treats the market like background music rather than a job.
    • His research is human, not algorithmic. He chats and texts with people, then calls them because he is tired of fixing typos, and he reads the New York Post, the Wall Street Journal, the New York Times, the Financial Times, and Bloomberg.
    • The advice he gives ordinary investors is deliberately boring and different from his own behavior: hold a diversified equity portfolio like an S&P 500 fund, with VOO as his own example, and tilt more aggressively when you are young because you have time to outlive mistakes.
    • He notes that broad indexes are already heavily weighted toward tech because of market cap, so a plain index gives meaningful tech exposure, and a tech focused ETF on top can add a disproportionate tilt for believers.
    • He calls the host’s simple 90 percent index and 10 percent bonds allocation sensible, and says this is essentially the same advice Warren Buffett would give a normal person.
    • The older you get, the more conservative you should become, shifting from maximizing gains toward not losing what you have. Young people can afford more risk precisely because they will outlive their errors.
    • During the 2008 financial crisis, Warren Buffett invested about five billion dollars in Goldman through a preferred stock structure, essentially on a phone call and a handshake, with no demand for due diligence.
    • Buffett’s real value was confidence, not capital. Goldman already had money, but it had lost the confidence of the market while peers were failing. Buffett’s name signaled the firm was a good investment being beaten down by circumstances that would reverse.
    • Buffett asked for a verbal commitment that Goldman would not sell shares before he did, and declined to put it in writing. He waved off the worry with the line that five billion dollars going bad would not even be a bad hurricane for Berkshire, an insurer.
    • Most trading is done on reputation, not paper. Blankfein says people buy and sell bonds worth enormous sums without written contracts, relying on probity, because anyone who reneges will never eat lunch in this town again.
    • On risk and regulation, he argues you cannot legislate risk away. Trying to prevent the hundred year storm also forgoes the 99 in between years of growth, and a good risk manager sometimes has to encourage people to take risk, not suppress it.
    • The best traders have resilience. They bounce back, focus on new information rather than the past, and adapt quickly instead of staying gunshy after a loss.
    • The difference between someone who is really good and someone who cannot make it is small. He compares it to a golf tournament won by one stroke with six people tied for second, and notes much of life is winner take all at razor thin margins.
    • Luck matters enormously. He became Goldman CEO partly because his predecessor was nominated to be Treasury Secretary, a reference to Hank Paulson, and the timing of opportunities is often out of your control.
    • He is skeptical of the word genius. He says he can usually see how successful people do what they do, with Elon Musk as a rare exception, and that powerful people are more normal, more insecure, and more flawed than outsiders assume.
    • On democratized investing, he thinks apps that make markets accessible are good in their own terms, but gamifying trading with confetti and high fives can mask real danger for people who can lose more than they can afford.
    • He has missed plenty. He thought SpaceX was overpriced at a 100 billion dollar valuation, now discussed near a trillion and three quarters, and passed on early cellular because he could not imagine why anyone would carry a bulky phone when payphones existed. He says he missed far more than he got.
    • He frames a supportive spouse as more game changing than almost any investment, and warns that a bad marriage, with custody fights and property settlements, is financially and personally worse than being lonely.
    • He has not paid a bill in over 40 years. His wife Laura, a former lawyer he says now chairs Barnard College, runs a bill paying service and manages the household economy. He generates the money, she distributes it.
    • He grew up in an East New York, Brooklyn housing project, the son of a postal worker, and carried money anxiety well into his 30s. He recalls buying a vacation home that cost more than all their savings, with his wife unable to make the math work until they remembered the down payment.
    • A 500 dollar financial aid check, handed to him without shame as a college freshman around 1971, shaped his philosophy on giving. He learned it is not enough to give people what they need, you have to give it in a way that feels dignified.
    • He embraces the give with your warm hand, not your cold hand idea, the notion of giving while alive so you can experience the joy, which connects to the spirit of the book Die With Zero.
    • He admits ambivalence about giving to his kids, the strange feeling of resenting that they have what he provided, and notes the heavy burden carried by children of prominent people who must prove they earned their place.
    • He describes himself as wired for anxiety, inherited from his father, and says looking around corners for what could go wrong actually suited a career in a risky business with a big balance sheet.
    • When he made partner, a senior partner gave him rules of the road, including avoiding misconduct, being conservative on taxes, setting up a charitable foundation, and living so that no more than three of the nine paragraphs in his eventual obituary would be about Goldman. He says he stayed too long to pass that test.
    • He reads history as a discipline, favoring Barbara Tuchman, Robert Caro’s The Power Broker, Ron Chernow, Rick Atkinson, and Stephen Ambrose. His core belief, borrowed from Mark Twain, is that history does not repeat but it rhymes, which is why he would not bet against America.

    Detailed Summary

    The three sectors he actually invests in

    The headline answer to where the former Goldman CEO is putting his money is simple: big tech, energy, and financial services. He says he has been focused on those three areas for a long time, and that his outperformance is a function of where he aimed rather than any unusual investing gift. Energy is natural because he has a background trading it. Financial services is natural because he spent nearly 40 years inside the industry. Tech is where he is most heavily concentrated, and he expects to stay there for good reason, citing the threshold of large changes in technology. He owns the major hyperscalers by category, the Googles, Microsofts, and Nvidias, plus a tier just below, offering Oracle and Larry Ellison as a polite example of a slightly riskier second tier name. He is careful to say he thinks in categories rather than fixed tickers because he changes his positions all the time.

    How the portfolio is really built: single stocks over ETFs

    Asked to describe his portfolio as a pie chart, Blankfein says he is about 98 percent in risky assets, with roughly 95 of those points in equities. He pushes back on the idea that index funds are safe, pointing out that a diversified equity ETF is still equities and still risky, just spread out, and very different from debt or short term money markets. Within his equity sleeve he leans into single stocks, framing it as somewhere between a quarter and a third in ETFs and the rest in individual names, and conceding it might be as extreme as 10 percent ETFs and 90 percent single stocks. The reason is preference, not theory. Picking and trading names is what he likes to do, and he is honest that this is a hobby pursued by a professional, not a model for someone investing for a living.

    How he actually trades: an iPad, a phone, and a network

    He trades every day, by himself, with no team. There is no Bloomberg terminal and no desk of analysts. He uses an iPad and a phone, and admits it takes discipline not to glance at his screen mid conversation. The market, he says, is like music playing in the background while he does other things. His information edge is relational. People text him, he texts back, and then he calls because he is tired of fixing typos with what he calls his fat fingers. He follows general and business news, reads a stack of newspapers starting with the New York Post, and treats companies like little stories, almost like gossip. He even notes, with some delight, that he still watches commercials on Netflix, a small window into a frugality that never fully left him.

    The advice he gives young investors, and what Buffett would say

    For a normal person, his counsel is the opposite of his own behavior. He would hold a diversified portfolio of equities like an S&P 500 fund, naming the SPY and VOO tickers and saying he personally uses VOO. Because of the importance of technology, he might add a tech oriented ETF for extra tilt, while noting the broad index is already tech heavy by market cap. He endorses the host’s plain 90 percent index and 10 percent bonds split as sensible and says it mirrors what Warren Buffett would advise. His one piece of age based guidance is that younger investors should accept more risk through equities, because they have time to recover, while older investors should grow more conservative and focus on not losing what they have rather than maximizing returns.

    The Warren Buffett handshake that backed Goldman in 2008

    The most cinematic story in the conversation is Buffett’s roughly five billion dollar investment in Goldman during the financial crisis, structured as a preferred stock that sits between a loan and equity. Blankfein describes a deal done largely on trust. When he offered to walk Buffett through everything he was worried about, Buffett replied that he knew Lloyd well enough to know he worried enough for the both of them. Buffett also asked, verbally and without writing, for a commitment that Goldman would not sell shares before he did. Blankfein is clear that the cash itself was almost irrelevant, since Goldman had money. What the firm lacked was the confidence of a frightened market, and Buffett’s willingness to invest before things improved supplied exactly that signal. Buffett, he stresses, was acting for his own shareholders, not as a rescuer, which is precisely what made the vote of confidence credible.

    Why you cannot legislate risk out of the system

    Reflecting on the post crisis regulatory push to make sure 2008 never happened again, Blankfein makes a careful argument about the price of safety. Once you are in the business of taking risk, anything can happen, and trying to legislate it away has a hidden cost. You may think you are protecting the world from the hundred year storm, but you also forgo the 99 years of growth in between. He extends this inside the firm too. After a period of big losses, partners had become gunshy and were talking themselves out of every idea. A good risk manager, he argues, sometimes has to promote risk taking rather than repress it, because without risk there is no growth, no entrepreneurship, and no progress. The flip side is real: take risk and there is a meaningful chance you fail and lose other people’s money, which is a terrible outcome. But the alternative, never risking anything, buys comfort at the cost of ever moving forward.

    Small margins, big outcomes, and the role of luck

    Asked what separated the traders who could not outperform from the rest, Blankfein says the gap between the very good and those who cannot make it is surprisingly small. He likens it to a golf tournament decided by a single stroke with six players tied for second, and to acting, where the best performer gets every role and the second best waits tables. Much of life, he says, is winner take all at tiny margins. Luck compounds this. He freely credits fortune for his own rise, noting he became CEO in part because his predecessor was tapped to be Treasury Secretary. He is also skeptical of the genius label. He can usually see how accomplished people do what they do, with Elon Musk a rare exception, and insists the powerful are more normal, more insecure, and more driven by their flaws than outsiders imagine.

    Reputation is the real contract

    A recurring theme is that the financial world runs on reputation more than paperwork. Blankfein notes that most of what traders do is not written down. People buy and sell bonds and other instruments that settle days later, relying on probity rather than signed contracts, because anyone who lies or reneges will never eat lunch in this town again. He references the casual texts between Elon Musk and Larry Ellison around the Twitter acquisition as proof that big does not mean complicated. There are big things that are simple and little things that are complicated. Documentation is good when execution is far off, but when a deal will be performed in two days, dotting every i is often pointless. The point is not that documents do not matter, it is that trust and reputation are the load bearing structure.

    A supportive spouse as the highest return asset

    The conversation turns personal when both men agree that a supportive partner may be the single most game changing factor in a life, more than any investment. Blankfein adds the inverse warning: a bad marriage, with breakups, custody battles, and property settlements, is worse than loneliness. He credits his wife Laura, a former big firm lawyer he says now chairs Barnard College, with handling everything when his career moved the family overseas, from the car to the house to the kids’ schooling, while he took the visible victory laps at work. He has not paid a bill in over 40 years. Laura manages a bill paying service and runs the household finances. As he puts it, he is in charge of generating the money and she is in charge of distributing it. The host contrasts this with his own monthly money meetings with his wife, a discipline he picked up from a personal finance author friend.

    Money scars, the 500 dollar check, and giving with a warm hand

    Blankfein grew up in an East New York housing project, the son of a postal worker who had earlier lost a job, in a household where rent was scarce. He calls himself an urban hick who barely left Brooklyn as a kid. That scarcity left a mark that lasted into his 30s. He tells the story of buying a small beach house that cost more than all their savings, and of his wife driving 30 miles while failing to make the closing math work, until they realized she had forgotten to count the 10 percent down payment. The most resonant memory is a 500 dollar financial aid check handed to him as a freshman around 1971, made out on the spot by a clerk with a generosity of spirit that let him receive it without shame. That experience shaped a lifelong view that giving well means preserving dignity, and he now co chairs a financial aid campaign at his university. It also connects to his embrace of the idea of giving with your warm hand rather than your cold hand, giving while alive so you can feel the joy, the same spirit as the book Die With Zero. He is candid about a strange ambivalence, the way he can resent that his kids enjoy what he himself gave them.

    Robinhood, confetti, and the misses

    On apps like Robinhood, Blankfein takes a balanced view. Democratizing investing and making assets accessible is good in its own terms, and advertising can pull people toward markets they would otherwise ignore. But if you make trading too much like a video game, with confetti and high fives, you can mask the danger and lure people who cannot afford to lose into losing more than they can. He is equally frank about his own misses. He thought SpaceX was overpriced at a 100 billion dollar valuation, a figure now discussed near a trillion and three quarters. He passed on early cellular because he could not imagine why anyone would carry a bulky phone with payphones everywhere. His blunt summary is that he missed far more than he got, and that nobody is great at predicting the future.

    The obituary test, thick skin, and staying too long

    When Blankfein made partner, a senior partner assigned to acculturate new partners gave him rules of the road: avoid anything that would today be called misconduct, be rigorous and conservative on taxes, set up and actually use a charitable foundation, and keep enough balance that, if your obituary runs nine paragraphs, no more than three are about Goldman. Blankfein says he failed that last test by staying too long, even titling his memoir around the firm. He also reflects on having a thick skin, recalling unflattering press and concluding that he could take a punch, a trait not everyone has and one he did not know he possessed until he was tested. He is careful to say this does not make people who cannot take a punch bad, just differently wired.

    Why he reads history: it rhymes

    The final stretch is a love letter to reading history. Blankfein favors Barbara Tuchman, whose A Distant Mirror he has read twice and whose Guns of August he calls fantastic and influential, along with Robert Caro’s The Power Broker on Robert Moses, Ron Chernow’s biographies, Rick Atkinson’s Revolution series, and Stephen Ambrose’s Undaunted Courage. He describes rereading the Robert Moses book after 40 years of trying to get things done and finding his appreciation for the achievements rise, even as the flaws stayed the same, because he had changed. He ties history directly to markets through the Mark Twain line that history does not repeat but it rhymes. Patterns recur, every generation maximizes its own crises and minimizes resolved ones, and reading about the black plague, the McCarthy era, or the Vietnam draft is how he stays calm. His conclusion, echoing a sentiment often attributed to Buffett, is that he would not bet against America, a country he describes as mostly good and able to improve.

    Notable Quotes

    “I invest in risky assets. That’s what’s fun for me.”

    Lloyd Blankfein, describing his own portfolio, which he says is roughly 98 percent risky assets

    “It’s been good to be bullish on big tech, and I’ll stop being bullish on it when it stops going up.”

    Lloyd Blankfein, on why he stays concentrated in technology

    “I’m not at a computer. I don’t have a computer. I have an iPad.”

    Lloyd Blankfein, on how he day trades every day, alone and with no team

    “To me, the market is like music. It’s out there. It’s going on.”

    Lloyd Blankfein, on why trading daily feels like a hobby rather than work

    “Look, $5 billion if it all goes bad, that’s not even a bad hurricane on the East Coast.”

    Warren Buffett to Lloyd Blankfein, waving off the risk of his 2008 investment in Goldman Sachs

    “The difference between somebody who’s really, really good and somebody who can’t make it is not that great.”

    Lloyd Blankfein, on the thin margin between the best and the rest

    “You may think you’re protecting the world from the hundred-year storm, but you’re also going to forego the 99 years of in between when there was growth.”

    Lloyd Blankfein, on the cost of trying to legislate risk out of markets after 2008

    “I’m in charge of generating the money, and she’s in charge of distributing it.”

    Lloyd Blankfein, on his 40-plus-year marriage to Laura and why he has not paid a bill in decades

    “History doesn’t repeat, but to paraphrase Mark Twain, it rhymes.”

    Lloyd Blankfein, on why reading history keeps the present in proportion

    Watch the full conversation with Lloyd Blankfein on the My First Million podcast here.

    Related Reading

    • Lloyd Blankfein (Wikipedia) background on the former Goldman Sachs chairman and CEO whose investing views anchor the conversation.
    • My First Million podcast the show where this interview took place, for the full back catalog of investor and founder conversations.
    • Berkshire Hathaway primary source on Warren Buffett’s company, which made the roughly five billion dollar Goldman investment in 2008.
    • Vanguard S&P 500 ETF (VOO) the diversified index fund Blankfein names as the sensible core holding for a normal investor.
    • Die With Zero by Bill Perkins the book behind the give with your warm hand, not your cold hand philosophy discussed near the end.

  • Paul Graham and Jessica Livingston on Resilience at Y Combinator: Founder Mode, Cockroaches, Sticking to Your North Star, and Why AI and Climate Keep Them Up at Night

    For the very first episode of Disaster Proof, the conversation goes to a garage in Palo Alto to sit down with Paul Graham and Jessica Livingston, the founders of Y Combinator. They have backed thousands of companies, including many now working in the resilience space, and the discussion covers what makes startups durable, why adaptability beats expertise, how Brian Chesky stumbled into founder mode at Airbnb, why the best ideas grow out of a founder’s own life, and the two specific risks (AI and climate change) that Paul says are the only ones he treats as genuinely game over. You can watch the full conversation on YouTube here.

    TLDW

    Paul Graham and Jessica Livingston explain why constant change favors young, flexible founders, and why Y Combinator picks people over ideas precisely so its judgment never goes obsolete. They unpack adaptability as the trait they hunt for in interviews, the “founder mode” story behind Brian Chesky steering Airbnb through COVID, and the 2008 strategy of funding tough, close-to-revenue “cockroaches.” Paul argues a company survives turbulence by sticking to a North Star instead of acting as a weather vane in shifting moral fashions, using the biosphere tree that collapses without wind as his metaphor for resilience. They turn to climate and energy as the next great market, the difficulty of selling into utilities, the Gridware success story, fusion no longer being thirty years away, and the trap of guilt-based business models versus the reliable assumption that users are selfish, greedy, and lazy. The personal-resilience half covers surviving Twitter mobs, Paul’s obsessive essay process, raising kids by indulging curiosity and picking your battles, prepping by living among reasonable people, political polarization, and why AI and climate are the two things that keep them up at night.

    Thoughts

    The most useful idea in this conversation is also the most counterintuitive: a world that feels like it is ending is structurally good for the people least invested in how it used to work. Paul’s point to terrified founders is that change is only a threat if you have sunk costs in the old order. A young founder has been doing the current plan for two weeks, so a step-function shift in the landscape costs them almost nothing to abandon. The incumbents with elaborate machinery and a decade of assumptions are the ones who should be afraid. That reframes resilience away from defense and toward optionality. The resilient party is not the one with the thickest walls, it is the one with the least to unlearn.

    The founder mode discussion is worth sitting with because it quietly overturns a generation of management orthodoxy. The old rule was that a good CEO hires executives and gets out of their way, and that getting into the details is micromanaging. Brian Chesky’s COVID experience at Airbnb broke that rule under maximum pressure. With bankruptcy on the table and a travel company facing a world that stopped traveling, he went line by line through the business and told people what good looked like, then gave them freedom to execute against that standard while still demanding visibility. The interesting nuance is the permission structure. A crisis granted Chesky the license to be involved that normal operating conditions would have framed as meddling. The lesson is not “always be in the weeds,” it is that the founder’s deep understanding and disproportionate caring are assets you are wasting if you reflexively delegate them away.

    Paul’s North Star argument is the part most likely to age well. His claim is that companies fail at resilience when they behave like weather vanes, swinging with each gust of public moral fashion. He pairs it with the biosphere tree that grows weak and topples because it was never exposed to wind. Both metaphors point at the same thing: resilience is built by surviving stress while holding your shape, not by avoiding stress and not by reshaping yourself to whatever the crowd currently rewards. The carbon-credit companies he mentions are the cautionary case. They built their entire premise on a fashion (customer guilt about carbon) and went out of business when the wind changed direction. Durable businesses convert a permanent human motive into value, which is why he prefers the brutally honest assumption that the user is selfish, greedy, and lazy, and that your job is to build something that produces good outcomes anyway.

    The climate and energy section reframes a worthy cause as a market-timing bet rather than a moral appeal, and that is the more powerful version. The comparison to fintech in 2008 is the tell. Banking technology was a sleepy, unglamorous sector that venture investors avoided until a crisis cracked it open and made it one of the best categories of the following decade. The argument is that energy and the physical world are sitting at a similar precipice, made newly viable because hardware is starting to behave more like software (order components, assemble, do not build everything from scratch) and because AI’s hunger for power has made energy the binding constraint on the whole industry. The Gridware story crystallizes the founder lesson underneath all of it. The best founder for a hard physical problem was a lineman who worked the electric lines and lived through the fires. The idea grew authentically out of his life, which is the same pattern Jessica keeps returning to and the same advice they give for raising kids.

    Finally, the personal-resilience material is more practical than it first appears. Paul’s method for surviving a Twitter mob is pattern recognition: once it has happened twenty times, you know it ends in two days and they move on to the next target, so you wait it out instead of capitulating. His essay process is the same conviction-building engine applied to ideas. He goes sentence by sentence until there is no false statement left to attack, which is why his challenge to angry readers (“point out the incorrect statement”) almost never gets answered. The throughline across the company advice, the parenting advice, and the personal advice is identical. You build durable conviction not by sitting in a room thinking, but by working the problem until it is right, then refusing to be blown off course by people who never actually engaged with the substance.

    Key Takeaways

    • Experts are frequently wrong because they are experts in a previous version of the world, so Paul deliberately avoids permanent beliefs about the current state of technology.
    • Y Combinator picks startups by picking founders, not ideas, because the founders know more about the ideas than the investors do.
    • Living in England and visiting for each batch lets Paul arrive every quarter expecting the world to be different, which keeps his mind open instead of anchored.
    • A world of constant change feels bad but is actually good for a young, flexible founder who has only been on the current plan for two weeks and can switch easily.
    • Vibe coding went from kind-of-works to reliably works, and even experienced programmers now generate huge volumes of code with AI.
    • There is still a software business even with AI, because someone has to know what to tell the AI to write, and no company is going to write its own database from scratch.
    • The scenario Paul worries about is model companies spinning up agents to start all the startups themselves, removing the need for human founders.
    • The founder traits Jessica looks for are unchanged over the years: determined, flexible-minded, and willing to adapt.
    • In interviews you can spot rigid founders because they answer the question they prepared rather than the one they were asked, and the gears visibly grind when you redirect them.
    • A good adaptability signal is a founder who says “I haven’t thought about that, but here is how I would think about it” instead of freezing.
    • Founder mode, the term, came from Brian Chesky’s experience steering Airbnb through COVID, when bankruptcy was openly discussed in board meetings.
    • Ken Chenault, the former American Express CEO on Airbnb’s board, told Chesky the moment was ten times worse than 9/11 and could define the company.
    • Founder mode meant Chesky understood every line item, told people what good looked like, then gave them freedom to execute while still wanting to see it.
    • Founders see through the fog because they understand the company better than anyone and they care more than anyone, and combining understanding with caring lets them see more.
    • There is always some disaster at Y Combinator, the way a hospital always has someone coding, so a crisis is the normal operating environment, not an exception.
    • During the 2008 crash, YC kept funding because it is always a good time to start a startup, but focused on people close to making money and very tough founders they called cockroaches.
    • Airbnb was the ultimate cockroach, seemingly indestructible, which is exactly why they liked it during the meltdown.
    • YC rests on two axioms: startups matter, and founders are the most important ingredient in startups. As long as those hold, YC has room to exist.
    • Company values are usually written down a few years in, documenting principles that already existed rather than inventing new ones.
    • You cannot move with fashion; you have to stick to your North Star, especially during turbulent, noisy times.
    • Trees grown inside a biosphere fell over because they were never exposed to wind, so being blown around is a necessary part of becoming strong enough to stand.
    • What preserves YC most is that it is a fundamentally good idea: it gives lonely founders money, the right peers, and colleagues they would never otherwise have.
    • The measure of a good startup idea is revenue, and any other metric you care about matters only because it predicts revenue.
    • At the early stage you can afford to be virtuous and even tell founders to go back to college, because the power law means one startup in the batch will carry the returns.
    • Every startup has to find early adopters, who decide quickly, usually do not have much money, and tend to be sophisticated, which means utilities are rarely your first customer.
    • A company that ultimately sells to utilities should start by selling to something that says yes faster, like running a pilot on a single corporate campus.
    • Utilities are under so much stress from wildfire liability, renewables, EV charging, and AI demand that they are unusually willing to try new things out of necessity.
    • Gridware, founded by a former lineman who lived through major fires, is now backed by Sequoia with PG&E as a huge customer, an example of an idea growing out of the founder’s life.
    • The second-biggest chunk of YC startups after AI is hard tech and physical products, not because software is dead but because building physical things is getting more possible.
    • Energy is one of AI’s fundamental constraints; if Sam Altman could have two things for Christmas, they would be energy and GPUs.
    • Nobody says fusion is thirty years away anymore, and the old thirty-year number existed because it was far enough out to avoid demands for results but close enough to keep attention.
    • Energy and physical markets may be where fintech was in 2008, a sleepy sector about to be cracked open by crisis into a great decade.
    • Guilt is a fragile business model because fashions change what people feel guilty about, which is why carbon-credit companies collapsed when the winds shifted.
    • Assume the user is selfish, greedy, and lazy, then build something that causes good things to happen anyway, like clean power that is simply cheaper and more reliable.
    • To survive Twitter mobs, remember they move on in about two days, half are bots or people you would never talk to in real life, and you cannot become a weather vane for moral fashions.
    • You build conviction by working on and developing an idea, not by sitting in a room thinking, unless it is pure thought like math.
    • Paul writes essays sentence by sentence until nothing in them is false, which is why his challenge to point out an incorrect statement almost never gets answered.
    • The best startup ideas, and the best projects in life generally, grow authentically out of the founder’s own interests and experiences.
    • Their parenting philosophy is to give kids confidence and a stable base, indulge their curiosity, and encourage projects nobody told them to do.
    • You pick your battles with kids: put your foot down on cruelty, but accept defeat on things like food and screen time.
    • A useful interview question for anyone with an unusual experience is not “what was it like” but “how was it different than you expected,” which surfaces the genuinely novel detail.
    • In a time of turbulence, bet on an island full of reasonable people; the English may not be very dynamic, but they are reasonable.
    • The hope on political polarization is to build resilient institutions that act as a cage around any single leader, so that throwing the rattle makes no difference.
    • AI and climate change are the two things Paul worries about most because they are both potentially game over, like the Gulf Stream reversing and turning Europe into a frozen wasteland.

    Detailed Summary

    Staying an expert when the world keeps changing

    The conversation opens on Paul Graham’s essay “How to Be an Expert in a Changing World,” whose core point is that experts are often wrong because they are experts in a previous version of the world. Asked how he keeps his own beliefs from going obsolete when the landscape can shift in ninety days, Paul says he focuses on people. YC picks founders rather than ideas because the founders know the ideas better than any investor could. He deliberately holds no permanent beliefs about the current state of technology, and the rhythm of flying in from England for each batch helps: he arrives every quarter already expecting everything to be different. One quarter the story is everyone training open-source models, the next quarter it is Claude code and nobody bothers with open-source models because the frontier versions are better anyway. He comes in with a completely open mind. Jessica and Paul note that today’s founders are more frightened, asking what is even still true, but the message Paul gives them is that constant change favors the young and flexible. If you have only been executing a plan for two weeks, a disruption costs you nothing; you just switch.

    What adaptability looks like in a founder

    Jessica describes the founders she funds as determined, flexible-minded, and willing to adapt, and calls adaptability a key trait always, but especially in uncertain times. In interviews, the rigid applicants reveal themselves by answering the question they planned to answer rather than the one they were asked, and you can almost hear the gears grind when you redirect them. Paul does not let that slide; if they dodge, he just asks again. The positive signal is a founder who, faced with a question they have not considered, says “here is how I would think about it” and reasons live. Both point out that YC itself had to adapt, and that the company they funded the interviewer’s startup as in 2009 looked very different by the end. They funded him in May 2009, in the thick of the financial crisis, after he had quit his job in August 2008 and briefly felt he had made a terrible mistake.

    Founder mode and seeing through the fog

    Paul points to Brian Chesky as the defining example of weathering disaster, a story he explored on This Week in Startups. When COVID hit a travel company like Airbnb, the word bankruptcy was being used in board meetings, and Ken Chenault, the former American Express CEO on the board, warned it was ten times worse than 9/11. Chesky went into what would later be named founder mode, getting into every line item, understanding exactly what was needed, telling people what good looked like, and then giving them freedom to execute while still insisting on visibility. The crisis gave him permission to be the involved CEO he had always wanted to be, the kind of involvement that normal operating conditions would have labeled micromanaging. Paul argues founders see through fog that blinds everyone else for a simple, rational reason: they understand the company better than anyone because they have been there longest and thought of most of it, and they also care more than anyone. Combine deep understanding with deep caring and of course they see more.

    Cockroaches, the North Star, and the biosphere tree

    Returning to 2008, when YC was self-funded and unsure whether anyone would invest by March, they decided to keep going on the principle that it is always a good time to start a startup, but to fund people close to making money and very tough founders they called cockroaches, after the creatures that survive nuclear war. Airbnb was the ultimate cockroach. Paul frames YC’s longevity around two axioms (startups matter, founders are the most important ingredient) and around resilience built through stress. He tells the story of trees grown inside a biosphere that fell over because they were never exposed to wind, since being blown about is a necessary part of a tree becoming strong enough to support its own weight. YC has been blown around and is still standing, which is exactly what gave it practice. The companion idea is the North Star: you cannot move with fashion or act as a weather vane swinging with other people’s moral fashions, you have to hold your founding principles, which Paul eventually wrote down rather than let a 23-year-old new hire do it.

    Climate, energy, and selling into hard markets

    The interviewer’s own path (a curiosity about wildfire that grew from living in California, watching PG&E go bankrupt, a fire on his Mendocino property, volunteering as a firefighter) becomes the case for ideas that grow authentically out of a founder’s life. Climate is framed broadly as energy, the built environment, and transportation, essentially the physical world, and those are hard markets where the buyers are utilities, governments, real estate, and insurance. The advice is to find early adopters who decide quickly, which usually means not starting with a utility but with something like a single corporate campus that will say yes faster. Utilities, though, are under so much stress from wildfire liability, renewables, EV charging, and AI demand that they are increasingly willing to try new things. Gridware, founded by a former lineman who lived through major fires, is the proof point: backed by Sequoia, with PG&E as a major customer. Paul notes the second-biggest chunk of YC startups after AI is hard tech, not because software died but because building physical things is getting more possible, more like ordering and assembling components. Energy is the binding constraint on AI, fusion no longer feels thirty years away, and the bet is that energy and physical markets are where fintech was in 2008, about to be cracked open.

    Guilt versus greed as a business model

    On the question of whether climate companies should sell on guilt (recycle, pay more because it is sustainable), Paul is blunt that guilt is fragile because fashions change what you are supposed to feel guilty about. The carbon-credit companies thrived until buying carbon credits stopped being cool, then went out of business. A founder’s own concern for the world can drive great companies, but depending on a customer’s guilt is shallow. The durable move is to assume the user is selfish, greedy, and lazy, someone who just wants to eat pizza and watch Netflix, and to build something that produces good outcomes despite that. Clean power is the perfect example: nobody watching Netflix is upset that fusion powers their television, and if it is cheaper and more reliable, that is simply more Netflix and more money for pizza.

    Personal resilience, Twitter mobs, and the essay process

    On surviving public criticism, Paul’s method is pattern recognition: after twenty mobs you stop counting and know it will be over in two days when they move to the next topic, so you wait it out even though it genuinely feels miserable. Half of them are bots or people you would never talk to in real life, but the deeper point is that companies and people stay resilient by not succumbing to mobs and not becoming weather vanes for moral fashions. Conviction is built by working on an idea, not sitting in a room thinking about it, unless it is pure thought like math. His essays are the engine: he writes a version one, notices everything wrong, and fixes it sentence by sentence until there is no false statement left. He will read an entire book for a single sentence because he would be mortified to publish something false and, having no deadlines, has no excuse. That is why his standing challenge to angry readers, to point out one incorrect statement, almost never gets answered.

    Raising kids, prepping, and the things that keep them up at night

    Their parenting philosophy is to give kids confidence and a stable base, indulge curiosity, and encourage projects nobody assigned, like the living room overrun by one son’s Lego. They pick their battles: they put their foot down on cruelty but admit total defeat on food, devices, and screen time. Paul’s favorite question for anyone with an unusual experience is not “what was it like” but “how was it different than you expected,” which surfaces the genuinely novel detail, and the meta-version of that became the show’s recurring question to all guests. On prepping, they joke that living in the English countryside is itself a form of preparation, and that in turbulent times you should bet on an island full of reasonable people. The episode closes on what keeps them up at night: AI and climate change, the two things Paul treats as uniquely game over, illustrated by the prospect of the Gulf Stream reversing and leaving Europe, which sits as far north as Alaska, a frozen wasteland. Jessica notes her YC superhero name was Panic, and the conversation ends, after a detour through political polarization and a child who insisted for six months on being called SR-71 forecast 80 leaping leopard, on the admission that they manage screen time by being utterly defeated.

    Notable Quotes

    “If you’re a startup founder, a world where things are constantly changing is actually good for you. It feels bad, but you’re better off than anybody else.”

    Paul Graham, on why turbulence favors young, flexible founders

    “You can’t move with fashion. You have to stick to your North Star.”

    Paul Graham, on holding founding principles during noisy, turbulent times

    “There’s always some kind of disaster. It’s almost a rule of thumb at Y Combinator that there’s always some disaster going on, just like in a hospital. There’s always somebody who’s coding.”

    Paul Graham, on crisis as the normal operating environment for startups

    “The measure of a good startup idea is revenue, sure. Let’s not pretend companies are supposed to do something else.”

    Paul Graham, on how to judge whether an idea is actually good

    “Assume that the user is selfish and lazy, and make something. Selfish, greedy, and lazy. And make something that causes good things to happen despite that.”

    Paul Graham, on why guilt is a weak business model and greed is a source of energy

    “This is where the best startup ideas come from. They grow authentically out of the founders’ lives.”

    Jessica Livingston, on a wildfire curiosity turning into a company

    “Please point out the incorrect statement I’ve made in this essay. And no one ever does that.”

    Paul Graham, on writing essays sentence by sentence until nothing in them is false

    “AI and climate change have something in common. They’re the two big things I worry about the most, because they’re both game overs.”

    Paul Graham, on what keeps him up at night

    This is the first episode of Disaster Proof, a series exploring the people and technologies building resilience in an increasingly volatile world. You can watch the full conversation with Paul Graham and Jessica Livingston on YouTube here.

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