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Watcom C/C++ (1989) 21 DOS Windows OS2

The Watcom C/C++ is a powerful compiler for DOS, Windows, and OS/2. Its key selling point was superior cross platform support. It supported DOS, extended DOS 32-bit, Win16, Win32, and OS/2. Notably, it was used to produce the video game DOOM as a 32-bit DOS extended program.

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WordPerfect (1983) 112 Word Processor Unix Linux

During the late 1980's, WordPerfect was THE standard word processor for DOS based PCs in big business. Under DOS, it competed mostly against Wordstar. WordPerfect for Windows enjoyed some success in the early Windows environments, but was quickly displaced by Microsoft Word for Windows. Later Windows versions were part of Borland Office/Novell PerfectOffice/Corel Office/Corel WordPerfect Office.

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Xandros Linux (2003) 1 Linux

Xandros Linux is a proprietary variant of Linux that sprung up out of the proprietary Corel Linux after they sold off their Linux business.