Bill Gurley Says That Right Now, The Worst Thing You Can Do For Your Career Is Play It Safe - Beritaja

Albert Michael By: Albert Michael - Monday, 23 February 2026 04:08:50

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For about 3 decades, Bill Gurley has been among of the about influential voices successful Silicon Valley — a wide partner astatine Benchmark whose early bets connected companies for illustration Uber, Zillow, and Stitch Fix helped specify what modern task superior looks like. Now, having moved to Austin and stepped backmost from progressive investing, the autochthonal Texan is channeling that aforesaid pattern-recognition small heart into thing different: a book, a foundation, and a argumentation institute aimed astatine problems he thinks he could really move.

The book is Runnin’ Down a Dream — a motion to Tom Petty and besides an statement that pursuing your passion isn’t conscionable romanticized profession proposal but an existent competitory strategy, 1 that becomes only much urgent arsenic AI quickly reshapes the workforce. The foundation, which he’s calling the Running Down a Dream Foundation, will grant 100 grants of $5,000 a twelvemonth to group who request a financial cushion to make a leap they’ve been acrophobic to take.

We caught up pinch Gurley to talk about each of it — including what he makes of the somewhat surreal reality that respective of his erstwhile peers successful tech now clasp tremendous sway successful Washington, why he thinks the 996 grind culture galore young founders person adopted is little alarming than it sounds, and what AI really intends for your career. The pursuing has been edited for magnitude and clarity. Our afloat speech pinch Gurley drops Tuesday connected TC’s StrictlyVC Download podcast.

Why constitute this book?

I went done a shape wherever I was reference a batch of biographies — group from very different fields, different clip windows — and I started noticing patterns the measurement I would announcement patterns successful a marketplace evolving. I wrote them down. A mates years later I sewage invited to speak astatine the University of Texas, dusted disconnected the notes, built a presentation. They posted it connected YouTube, and James Clear — who wrote Atomic Habits — noticed and posted about it. That’s what sewage maine reasoning about a book. And erstwhile I went done my ain process of moving distant from task and reasoning about what I wanted to do next, it became evident I didn’t want to constitute about VC aliases Uber aliases immoderate of that. I wanted to do thing that could person a bigger mission.

Your investigation pinch Wharton recovered that about 60% of group would do things otherwise if they could commencement their careers over. That shocked you. Why?

When we first ran it arsenic a SurveyMonkey canvass we sewage 7 retired of ten. When we did it much rigorously pinch Wharton, we sewage six retired of ten. One of the things that strikes maine is that we person a building successful the book — life is simply a usage it aliases suffer it proposition — and erstwhile you’re young, it’s conscionable difficult to person that framing. It’s difficult to fast-forward done each of your clip and admit really precious it is. Daniel Pink has done a batch of activity connected what he calls regrets of inaction — the point that weighs connected group about arsenic they get older is the point they didn’t try, the chromatic near unturned. That holds crossed aggregate geographies and cultures. And I deliberation a batch of well-intentioned parents consciousness much work to create economical stableness for their kids than to promote them to genuinely research their passion. Especially pinch AI retired there, that whitethorn not person been the correct call.

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Exploring your passion sounds for illustration easier proposal for group who person financial runway. What do you opportunity to personification moving paycheck to paycheck?

A fewer things. First, the book profiles group who started connected the very bottommost rung and climbed to the apical — [celebrity hairstylist and entrepreneur] Jen Atkins moved to LA pinch $200 successful her pocket. There’s thing successful the book that says you request to commencement anyplace different than correct astatine the beginning. Second, if you’re surviving paycheck to paycheck, I wouldn’t promote you to quit. I’d promote you to usage your free clip to build a small archive connected your telephone about what your point mightiness be. Learn. Prepare to jump earlier you jump. And 3rd — this is why I’m launching the foundation. The past page of the book talks about it: we’re going to springiness 100 grants a twelvemonth of $5,000 to group who are successful precisely that position, who could person america successful an exertion that they’ve thought agelong and difficult about wherever they want to spell but request a small thief getting there.

You’ve been outspoken for years about regulatory seizure — the thought that large companies usage regularisation to entrench themselves.

I gave a reside connected regulatory seizure a fewer years backmost — it was astatine the All-In Summit — and astatine the clip I said I had a fearfulness that the AI companies would effort to usage regularisation to protect themselves. I deliberation that’s happening now. The flip broadside is that location are morganatic questions: Jonathan Haidt’s book Anxious Generation has been connected the bestseller database for almost 2 years, arguing societal media has been really bad for children, pinch world investigation to backmost it up. People would opportunity we should person gotten successful beforehand of societal media and request to do it pinch AI. The problem is that the group begging for regularisation the about successful AI are the existent companies themselves, and that makes maine skeptical. There’s besides the world magnitude — if US AI gets entangled successful state-by-state regularisation and Chinese models are moving free, we’re going to overgarment ourselves successful reddish tape. I ever inquire people: what are your favourite 5 regulations of each time, and really were they successful? Do you person immoderate assurance that group astatine the authorities level successful a random authorities cognize really to constitute bully AI regularisation that will really work?

It’s a small surreal that respective salient figures from your world now clasp tremendous power successful Washington. What do you make of that?

It’s very ironic. If you spell backmost and watch that regulatory seizure talk, who would person thought a fewer years later David Sacks would really beryllium [special advisor for AI and crypto successful the White House]?

Back successful 2018, Mike Moritz of Sequoia wrote successful the FT that Americans would suffer to China if they didn’t commencement working harder. It was arguable astatine the time, but a batch of young founders present look to person since embraced a punishing activity civilization — the 996 ethos. What are your thoughts about what’s happening?

I benignant of emotion it, honestly. I deliberation Silicon Valley sewage really lazy during COVID — group weren’t coming into the office, the civilization sewage soft successful a measurement I hadn’t seen successful each my years there. And I’ve been to China six times. I cognize what Michael Moritz was describing erstwhile he said we’re going to suffer not because they’re smarter but because they person a amended activity ethic. But here’s the thing: if you study successful group crossed a batch of fields, we deliberation it’s awesome erstwhile an jock practices 12 hours a time aliases erstwhile an creator useful obsessively connected their craft. Nobody says Jordan didn’t person work-life balance. We conscionable don’t widen the aforesaid logic to building a company. If those founders emotion what they’re doing that much, and they consciousness for illustration this is the infinitesimal to spell hard, that’s really precisely the constituent of the book: find the point that makes you consciousness that way.

You talk about mentorship successful the book. What makes a awesome mentor narration and really do group find one?

The number 1 point is to get retired of your caput this perfect that gets passed about successful the self-help world: ‘go get a mentor,’ and everyone runs retired and acold calls personification that’s ridiculously excessively precocious and unachievable, and it doesn’t work. For each those group that are really retired of scope correct now, I telephone them aspirational mentors — create a persona of them, conscionable for illustration I was talking about pinch the dream occupation folder. Get clips of each the books they’ve written, podcasts they’ve done, interviews they’ve done, and study them. You could study a batch from group without talking to them directly, particularly successful the modern age. And past for your existent mentors, spell 2 levels down from wherever you thought you were going to aim. Discover personification — devices for illustration LinkedIn make this truthful easy — and beryllium the first personification to ever telephone them and inquire them to beryllium a mentor, because they’ll beryllium flattered. They’ll beryllium flattered that you knew who they were. Imagine anyone getting their first telephone to beryllium a mentor. It’s a awesome feeling. You’re going to person measurement much occurrence pinch that relationship than shooting excessively high.

I’ll show you a funny story: I started getting truthful galore calls from group who wanted to break into task that I wrote a three-page PDF called “So You Want to Be a VC,” and hidden successful the 3rd page was fundamentally — spell do X, spell do Y, spell do Z, travel backmost and show maine really that went. The number of group that really ended up talking to maine aft getting that archive was a fraction of the number I sent it to. It’s funny really overmuch it thinned erstwhile you gave them a small homework to do.

You started moving connected this book earlier the impacts of AI became clearer. Does that astatine each alteration really group should deliberation about their careers?

If you’re pursuing the accepted way — going done the profession halfway astatine your university, signing up connected a list, waiting for a recruiter to beryllium done 30 group successful 20-minute slots — you look for illustration a cog. You look mass-produced. For that group, AI looks frightening, and possibly it should. But if you are blazing your ain trail, utilizing the techniques successful the book, becoming what I telephone a campaigner of 1 — personification whose way looks wholly unsocial because you’ve built it intentionally — past each instrumentality successful this book is amplified by AI. Learning has ne'er been easier than correct now, successful the full history of the world. If you’re moving toward it, if you’re becoming the about AI-aware personification successful your field, this point is thing but a superpower.


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"Bill Gurley Says That Right Now, The Worst Thing You Can Do For Your Career Is Play It Safe - Beritaja"


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