Microsoft Bob: Microsoft’s biggest flop of the 1990s

Microsoft Bob: Microsoft’s biggest flop of the 1990s

It was January 1995. Microsoft was riding high. Windows 3.1 had sold well. The interim replacement, Windows 3.11, was selling well. The industry was abuzz for the upcoming Windows 95, expected sometime later in the year. Microsoft was in a golden era, a time when nothing could go wrong for them. And then they released Microsoft Bob. They should have named it Microsoft Bomb, because it bombed. But if you take one letter out of Bomb, you get Bob. So they almost got it right.

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Windows for Workgroups 3.11

Windows for Workgroups 3.11

Windows for Workgroups 3.11 was a minor-ish revision of Windows 3.1 released December 31, 1993. Windows 95 was still 20 months away and IBM was threatening to make a dent in the 32-bit OS market with OS/2, so Microsoft backported some of the Windows 95 code to Windows 3.1 to make it more 32-bit as a stopgap measure.

But the user experience overall was much more like Windows 3.1 than Windows 95. The enhancements were mostly under the hood.

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The first web server

The first web server

Late December 1990 was a pivotal time, although none of us realized it for a few years. Tim Berners-Lee, A British computer scientist working in Switzerland, was working on what became the World Wide Web. Over the course of a few months, he invented HTML, the web browser, and the web server, to make it easier to share information. Sometime in late December, the first web server reached a usable state. By some accounts it was December 20, 1990. By at least one account I found, it was December 25.

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