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    AI

    Invoice Gurley says that proper now, the worst factor you are able to do on your profession is play it secure

    Naveed AhmadBy Naveed Ahmad23/02/2026No Comments10 Mins Read
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    For practically three many years, Invoice Gurley has been amongst of probably the most influential voices in Silicon Valley — a common companion at Benchmark whose early bets on corporations like Uber, Zillow, and Sew Repair helped outline what fashionable enterprise capital seems to be like. Now, having moved to Austin and stepped again from lively investing, the native Texan is channeling that very same pattern-recognition intuition into one thing completely different: a e-book, a basis, and a coverage institute aimed toward issues he thinks he can truly transfer.

    The e-book is Runnin’ Down a Dream — a nod to Tom Petty and likewise an argument that following your ardour isn’t simply romanticized profession recommendation however an precise aggressive technique, one which turns into solely extra pressing as AI quickly reshapes the workforce. The muse, which he’s calling the Operating Down a Dream Basis, will award 100 grants of $5,000 a yr to individuals who want a monetary cushion to make a leap they’ve been afraid to take.

    We caught up with Gurley to speak about all of it — together with what he makes of the considerably surreal actuality that a number of of his former friends in tech now maintain huge sway in Washington, why he thinks the 996 grind culture many younger founders have adopted is much less alarming than it sounds, and what AI actually means on your profession. The next has been edited for size and readability. Our full dialog with Gurley drops Tuesday on TC’s StrictlyVC Download podcast.

    Why write this e-book?

    I went by way of a section the place I used to be studying a number of biographies — folks from very completely different fields, completely different time home windows — and I began noticing patterns the way in which I might discover patterns in a market evolving. I wrote them down. A pair years later I bought invited to talk on the College of Texas, dusted off the notes, constructed a presentation. They posted it on YouTube, and James Clear — who wrote Atomic Habits — seen and posted about it. That’s what bought me excited about a e-book. And after I went by way of my very own technique of transferring away from enterprise and excited about what I wished to do subsequent, it grew to become apparent I didn’t wish to write about VC or Uber or any of that. I wished to do one thing that might have an even bigger mission.

    Your analysis with Wharton discovered that roughly 60% of individuals would do issues in another way if they might begin their careers over. That shocked you. Why?

    After we first ran it as a SurveyMonkey ballot we bought seven out of ten. After we did it extra rigorously with Wharton, we bought six out of ten. One of many issues that strikes me is that we now have a phrase within the e-book — life is a use it or lose it proposition — and whenever you’re younger, it’s simply onerous to have that framing. It’s onerous to fast-forward by way of all your time and acknowledge how valuable it’s. Daniel Pink has completed a number of work on what he calls regrets of inaction — the factor that weighs on folks most as they grow old is the factor they didn’t strive, the stone left unturned. That holds throughout a number of geographies and cultures. And I believe a number of well-intentioned dad and mom really feel extra accountability to create financial stability for his or her children than to encourage them to actually discover their ardour. Particularly with AI on the market, that will not have been the appropriate name.

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    Exploring your ardour feels like simpler recommendation for individuals who have monetary runway. What do you say to somebody working paycheck to paycheck?

    A number of issues. First, the e-book profiles individuals who began on the very backside rung and climbed to the highest — [celebrity hairstylist and entrepreneur] Jen Atkins moved to LA with $200 in her pocket. There’s nothing within the e-book that claims it’s good to begin wherever apart from proper originally. Second, if you happen to’re residing paycheck to paycheck, I wouldn’t encourage you to stop. I’d encourage you to make use of your free time to construct somewhat doc in your cellphone about what your factor is perhaps. Study. Put together to leap earlier than you soar. And third — this is the reason I’m launching the muse. The final web page of the e-book talks about it: we’re going to present 100 grants a yr of $5,000 to people who find themselves in precisely that place, who can persuade us in an utility that they’ve thought lengthy and onerous about the place they wish to go however want somewhat assist getting there.

    You’ve been outspoken for years about regulatory seize — the concept huge corporations use regulation to entrench themselves.

    I gave a speech on regulatory seize a couple of years again — it was on the All-In Summit — and on the time I stated I had a concern that the AI corporations would attempt to use regulation to guard themselves. I believe that’s occurring now. The flip aspect is that there are official questions: Jonathan Haidt’s e-book Anxious Technology has been on the bestseller record for nearly two years, arguing social media has been actually dangerous for youngsters, with tutorial analysis to again it up. Individuals would say we should always have gotten in entrance of social media and must do it with AI. The issue is that the folks begging for regulation probably the most in AI are the precise corporations themselves, and that makes me skeptical. There’s additionally the worldwide dimension — if US AI will get entangled in state-by-state regulation and Chinese language fashions are working free, we’re going to color ourselves in crimson tape. I at all times ask folks: what are your favourite 5 laws of all time, and the way had been they profitable? Do you’ve any confidence that folks on the state degree in a random state know the best way to write good AI regulation that can truly work?

    It’s somewhat surreal that a number of distinguished figures out of your world now maintain huge affect in Washington. What do you make of that?

    It’s very ironic. If you happen to return and watch that regulatory seize discuss, who would have thought a couple of years later David Sacks would truly be [special advisor for AI and crypto in the White House]?

    Again in 2018, Mike Moritz of Sequoia wrote within the FT that Individuals would lose to China in the event that they didn’t begin working harder. It was controversial on the time, however a number of younger founders right here appear to have since embraced a punishing work tradition — the 996 ethos. What are your ideas about what’s occurring?

    I sort of find it irresistible, truthfully. I believe Silicon Valley bought actually lazy throughout COVID — folks weren’t coming into the workplace, the tradition bought delicate in a means I hadn’t seen in all my years there. And I’ve been to China six instances. I do know what Michael Moritz was describing when he stated we’re going to lose not as a result of they’re smarter however as a result of they’ve a greater work ethic. However right here’s the factor: if you happen to research profitable folks throughout a number of fields, we predict it’s fantastic when an athlete practices 12 hours a day or when an artist works obsessively on their craft. No one says Jordan didn’t have work-life stability. We simply don’t prolong the identical logic to constructing an organization. If these founders love what they’re doing that a lot, and so they really feel like that is the second to go onerous, that’s truly exactly the purpose of the e-book: discover the factor that makes you’re feeling that means.

    You discuss mentorship within the e-book. What makes an important mentor relationship and the way do folks discover one?

    The primary factor is to get out of your head this ultimate that will get handed round within the self-help world: ‘go get a mentor,’ and everybody runs out and chilly calls somebody that’s ridiculously too excessive and unachievable, and it doesn’t work. For all these folks which are actually out of attain proper now, I name them aspirational mentors — create a persona of them, identical to I used to be speaking about with the dream job folder. Get clips of all of the books they’ve written, podcasts they’ve completed, interviews they’ve completed, and research them. You’ll be able to be taught quite a bit from folks with out speaking to them instantly, particularly within the fashionable age. After which on your actual mentors, go two ranges down from the place you thought you had been going to purpose. Uncover anyone — instruments like LinkedIn make this really easy — and be the primary individual to ever name them and ask them to be a mentor, as a result of they’ll be flattered. They’ll be flattered that you simply knew who they had been. Think about anybody getting their first name to be a mentor. It’s an important feeling. You’re going to have far more success with that interplay than capturing too excessive.

    I’ll let you know a joke: I began getting so many calls from individuals who wished to interrupt into enterprise that I wrote a three-page PDF known as “So You Wish to Be a VC,” and hidden within the third web page was mainly — go do X, go do Y, go do Z, come again and inform me how that went. The variety of folks that truly ended up speaking to me after getting that doc was a fraction of the quantity I despatched it to. It’s humorous how a lot it thinned whenever you gave them somewhat homework to do.

    You began engaged on this e-book earlier than the impacts of AI grew to become clearer. Does that in any respect change how folks ought to take into consideration their careers?

    If you happen to’re following the standard path — going by way of the profession middle at your college, signing up on an inventory, ready for a recruiter to take a seat by way of 30 folks in 20-minute slots — you appear to be a cog. You look mass-produced. For that group, AI seems to be scary, and perhaps it ought to. However in case you are blazing your individual path, utilizing the methods within the e-book, turning into what I name a candidate of 1 — somebody whose path seems to be utterly distinctive since you’ve constructed it deliberately — then each instrument on this e-book is amplified by AI. Studying has by no means been simpler than proper now, in the complete historical past of the world. If you happen to’re working towards it, if you happen to’re turning into probably the most AI-aware individual in your discipline, this factor is nothing however a superpower.



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    Naveed Ahmad

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