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Travis Kalanick was and is the perfect person to lead Uber, a product I knew from day one was going to be big.
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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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For most people, Twitter feels lonely.
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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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My biggest concern is the abundance of public doubt and misunderstanding when it comes to Twitter's vision and the near future for the service.
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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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Make tweets effortless to enjoy, make it easier for all to participate, and make each of us on Twitter feel heard and valuable.
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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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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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I have one of the self-driving Teslas; it drives itself periodically. It's a marvel of science, but it's still frightening. I think we've got a while before regulators and the general public wrap their heads around the path that will lead to the ubiquity of driverless cars. There's no doubt Uber will be a leader in that space.
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When I think about Trump and the GOP, the blood really is on their hands.
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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 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.
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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 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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For most people, Twitter is too hard to use.
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There I was - 20 years old, living in Ireland, and I'd never heard the word 'venture capitalist.' But I'd said that I wanted a job that involved a lot of negotiation, a lot of yelling at people on the phone, and for it to be high-risk, high-reward.
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Live Twitter can be built right into the main Twitter app, but it should certainly have its own tab so we can concentrate on the live experience free of distraction.
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In social settings, under the guise of joking, being collegial, flirting, or having a good time, I undoubtedly caused some women to question themselves, retreat, feel alone, and worry they can't be their authentic selves.
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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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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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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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I'm also launching a podcast. Because, I mean, the world desperately needs another podcast, am I right? Not to be a tease, but the format is different from anything else I've seen out there, and the subject matter is hopefully boundless, eye-opening, and a little cathartic.
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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.