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Microsoft had already lost all of its momentum by 2000. The antitrust case was a major distraction and by the time it was over Microsoft had a badly damaged brand image that has never recovered. Gates overreached during his later years and made the company too insular, leading to them missing out on all of the advances to come.

Microsoft had lost all it's momentum before Windows XP was released? An OS which absolutely dominated for over a decade.

Even more importantly SQL Server really matured in SQL server 2005, as did IIS leading to a large proportion of the server share too.

.NET / C# was also post-2000, another very important strategic asset with Visual Studio.

I'm not sure that it is fair to characterise MS post 2000 as missing out completely.

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