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David Cummings on Startups

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One of the hottest topics right now is whether AI will increase demand for employees in laptop-based jobs or decimate many of those roles and create more unemployment.

There is a growing narrative that companies want to lay off large numbers of employees. We are already seeing this with major companies like Microsoft and Amazon, along with many others, based on thei...


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A few months ago, I purchased a Tesla Model S with the latest hardware and software for Full Self-Driving (Supervised). I knew the self-driving functionality was improving based on my previous Tesla and numerous reports and articles online. I can definitively say it’s incredible.

Every day, multiple times a day, I go from point A to point B and back without ever tou...


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Last week, I met with an entrepreneur to hear his pitch for the first time. This wasn’t a fundraising pitch. Rather, it was a casual catch-up to share what he’s working on and how he’s thinking about it.

After diving into the idea and the market, I went through my five favorite questions to ask an entrepreneur.

Question #1: Why now?

...

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Last week, I spoke with two different second-round entrepreneurs. Second-round entrepreneurs are founders who built a business in a given space, made meaningful progress, and either raised capital or sold the company to an acquirer. After their earn-out or noncompete period ends, they still feel compelled to start a new company in the same market and address unfinished busine...


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