Anyone who is an older millennial or young Baby Boomer (and all of Gen X) can remember the rush of excitement about the World Wide Web. It was amazing to turn on a computer, wait for the satisfying hiss of the dial-up connection, and surf the web. You could buy a book on this new dot-com called Amazon, download music from Napster, and check AOL for mail. For anyone who was a teenager or young adult, it just seemed magical, as if the world was changing overnight.

Well, it did and it didn’t.

It was clear that music would eventually be something you downloaded instead of bought in a store. But Napster was plagued by legal problems from the beginning and quickly fell apart. Email did become a real thing (and a whole era-appropriate Meg Ryan/Tom Hanks rom-com), but the post offices didn’t close. In fact, because of Amazon…well, you know what happened. But at the time, most companies were slow to fully adopt any of the new technology. Snail mail remained the official way to communicate and send documents. The “IT guy” was just that: a dude in a T-shirt and jeans who unstuck the paper jam or restarted your computer. It would be more than a decade before “chief technical........

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