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Ride-sharing is one of the biggest math problems that's ever been approached, that's ever been attempted to be solved.
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Funny enough, the person who is most bummed out to hear I won't be back is Mark Cuban. Despite what you might surmise from on screen, he and I are actually good friends - just really competitive good friends.
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Twitter can afford to build the wrong things. However, Twitter cannot afford to build the right things too slowly.
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2009 was one of the busiest, most insane, stressful periods in my entire career. I was raising a bunch of money, buying a bunch of Twitter. I saw my friend fired as CEO of Twitter. Uber was growing like a weed. As these companies get bigger and bigger, there's more and more friction. Being public was the last thing I wanted to do at the time.
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Uber is a better company with better math, better predictive supply, better brand, lower pickup times, higher quality of service. They'll absolutely win.
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The old economy with careers and benefits and pensions is gone. There are scary implications to that.
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I don't drink coffee. Weird, I know. But I try to stay away from caffeine. That said, we are investors in Blue Bottle, which is delicious!
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When you get into investing, your default stance should be 'No,' because most deals suck. Most deals won't make money. Most companies will fail.
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When I think about Trump and the GOP, the blood really is on their hands.
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They are desperate for surrogates to get behind Trump, and they can't find anyone who has actually had genuine success who is willing to stand behind him. That is because he is all smoke and mirrors. We know he doesn't have all the money he claims he has.
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I'll miss working with Mark, and all of the other Sharks. Each of them has been incredibly generous and warm to me, and I am proud of all the episodes we made together.
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How can you build something for someone else if you don't have enough familiarity with them to imagine the world through their eyes?
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I have learned a ton about inventory, co-packing, wholesaling, end caps. All these concepts are easy to breeze by in what I do for a living or assume that there is a marketing manager or specialist in one of our companies that handles that.
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I'm good at what I do and still improving as I learn from mentors, founders, partners, friends, family, strangers, my own investors, and the experience itself.
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I succeeded at venture capital because, for years, I rarely thought about or spent time on anything else. Anything less than that unmitigated full commitment leaves me feeling frustrated and ineffective.
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The passive acceptance of exclusionary words and deeds is not okay.
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The idea that there is a meritocracy where anyone from any background really might have the social and economic mobility to rise to the top in Silicon Valley, those are antithetical to a lot of the principles that the Trump administration apparently stands for.
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I believe there is no natural ceiling on the revenue Twitter can generate. I also believe that Twitter's reach can become more pervasive and its impact on the world more meaningful.
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One of the things that struck me is how authentic 'Shark Tank' is. I don't know how more real it can be. You have no prior knowledge about the entrepreneurs.
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The only way I know to be awesome at startups is to be obsessively focused and pegged to the floor of the deep end, gasping for air.
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I think there wouldn't be a Net neutrality debate in this country if we really had a competitive environment for access.
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For most people, Twitter feels lonely.
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I've learned that it's often the less obvious, yet pervasive and questionable, everyday behaviors of men in our industry that collectively make it inhospitable for women.
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I was in the room when Sundar convinced Eric Schmidt that it would be possible to unseat Internet Explorer as the world's most popular browser.