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1999: Corel releases the first mainstream Linux desktop. While unsuccessful, it would set the path for other Linux desktop distributions, such as Ubuntu, to try to win the hearts and minds of non-technical desktop users.
1999: Linux is first benchmarked against, and beats, NT in file serving. The Linux vs. Windows server operating system wars are on.
2000: In 2000, IBM announced that it would invest a billion dollars in Linux in 2001. This may have been IBM's best investment ever. While commercially a huge success, it's marketing was decideily counter-culuture as you can see from IBM's Peace, Love, and Linux image.