The company has, and has always had, a winner-take-all, paranoid violent reaction to all possible competitors in any of the spaces it occupies. It has established and held a strong market position by defining for itself an exclusive platform, first through mandatory per-unit licensing (MS DOS/Windows 3x), later through its mutually leveraged dominance of the desktop OS / office suite space, which it has tried (with varying levels of success) to extend into servers and services largely through mail and calendar, directory, collaboration, and database (MS Exchange, MS Active Directory, Sharepoint, MS SQL Server) tools. Introduction of any of these within a business environment pretty much inevitably sticks a wedge in the door. Moreover, interaction between Microsoft and other tools is often weak and buggy, encouraging a Microsoft-only monoculture.
I've just addressed this in a recent thread: http://news.ycombinator.com/item?id=4081701
As others have noted, Microsoft have a hell of a lot to live down. Not just in the F/OSS world, but in their mortally aggressive attitude toward all comers: DR DOS, Novell, WordPerfect, Lotus, Netscape, Sun, Linux, GPL, BeOS, and Google. Among others.
Currently, they are looking to quash competition on the x86 platform by locking down the UEFI bootloader:
http://www.linuxjournal.com/content/microsoft%E2%80%99s-take...
http://www.techrepublic.com/blog/opensource/red-hat-linux-pa...
Many, myself included, see Nathan Myhrvold's Intellectual Ventures as one more in a long succession of Microsoft-acting proxies fighting its battles on the patent front:
http://www.forbes.com/sites/ericsavitz/2012/05/30/intellectu...
"Looking cool" is the last and least thing they've got to do to atone.
(Edit: paranoid winner-take-all intro paragraph).