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What If You Could Do It All Over? | The New Yorker

newyorker.com · 4,292 words · saved by 1 readers

The uncanny allure of our unlived lives.

Save this story Save this story Once, in another life, I was a tech founder. It was the late nineties, when the Web was young, and everyone was trying to cash in on the dot-com boom. In college, two of my dorm mates and I discovered that we’d each started an Internet company in high school, and we merged them to form a single, teen-age megacorp. For around six hundred dollars a month, we rented office space in the basement of a building in town. We made Web sites and software for an early dating service, an insurance-claims-processing firm, and an online store where customers could “bargain” w

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