Benchmark Partner, Bill Gurley: The Strategy That Makes You Stand Out in a Crowded Job Market | E150

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Leap Academy with Ilana Golan 55 min 8 chapters transcribed
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What is the main topic discussed in this episode?

I think a lot of people fool themselves with this little mental trick, which is I'd rather be a bigger fish in a smaller pond. I'm going to do that in this city where not that many other people are doing it. The number of fortunate opportunities, if you're where it's all happening, is a lot higher than if you're not.

What sparked Bill Gurley's curiosity in technology?

So today we're joined by one of the most influential venture capitalists in tech, Bill Gurley. He has invested and served in boards of major companies, including Nextdoor and OpenTable and Uber and Zillow.

How did Bill Gurley transition from engineering to finance?

If you want to protect yourself against AI, run at it. Know exactly what AI can achieve in your field and be on the edge and the forefront of playing with it. And you will be remarkably differentiated.

What unconventional methods did Bill use to break into Wall Street?

There's never ever been more information available for someone that's proactive and wants to learn and wants to move. How do you find a career you love, right? Not necessarily what you thought you're supposed to do or your society expected you to do. Have the belief that you can actually do whatever you want and Welcome to the Leap Academy with Zilana Golan's show. I'm so glad you're here.

What pivotal question led Bill to leave Wall Street?

In the Leap Academy podcast, I get to speak to the biggest leaders of our time about their career, how they got where they are today, the challenges, the failures, and countless lessons. So lean in. This episode is going to be amazing. I'm on a mission to help millions reinvent their career and leap into their full potential. land their dream roles, fast track to leadership, jump to entrepreneurship, or build portfolio careers.

How can one effectively pivot to a career in venture capital?

This is what we do in our Leap Academy programs for individuals and teams. And with this podcast, we can give this career blueprint for free to tens of millions. So please help my mission by sharing this with every single person you know, because this show has the power to change countless of lives. Deal? Okay, so let's dive in. So today we're joined by one of the most influential venture capitalists in tech, Bill Gurley. From his legendary early bet on Uber to his role in General Partner and Benchmark, he has invested and served in boards of major companies, including Nextdoor and OpenTable and Stitch Fix and Uber and Zillow.

What is the best way to determine if you're in the right career?

For more than two decades, Bill has written about technology and leadership on his blog, Above the Cloud. And he is coming out with his book, Running Down a Dream, How to Thrive in a Career You Actually Love. And so I love this because we're all about helping professionals achieve their big life and to leap in their career. But remember that at the end of the podcast, we will answer one of your questions from your comments on the Leap Academy YouTube channel.

How can experimentation contribute to career growth?

In our case, we chose a beautiful question of how do you choose career direction and how do I experiment with my career? So stay tuned until the end. Bill, so great to have you here. Thanks for having me. It's so cool because I looked at your background and you started in engineering, but I want to take you back in time. Do you remember specific things in your childhood or teenhood that built you to who you are today? Like many people you read about that made a career in Silicon Valley, I was influenced by computers early in my life. I had stumbled upon having a Commodore VIC-20, which was this keyboard thing that attached to your TV when I was a sophomore in high school and would stay up late at night entering programs in that thing from magazines and learn to code that way.
And I don't know how that happened per se, like what it was that caused me to want to do that. But that certainly is the experience that led me towards a computer engineering degree when I went to college. Another super important and influential thing, which I was very fortunate about, my sister is four years older than I am, and she was a double E at Rice. And her first job, rather than going a safe route to a big company, she went to this startup in Houston called Compact Computer Corporation, which at the time... was nascent, but became quite large. But that gave me exposure to more computers, but also exposure to the notion of a startup, which I might not have had had she not taken that direction.

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