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Windows CE / Mobile
Introduced 1996
As two of the most ubiquitous projects to come out from under Bill's command, both Windows CE and Windows Mobile are almost impossible to avoid when it comes to handhelds or phones. What began as a mishmash of small components has grown into the adaptable -- though sometimes maddening -- mobile OS that resides on just about every kind of device you can think of. Really, we mean every kind of device, from PMPs to enterprise-level stock-keeping systems. The slimmed down and restructured micro-Windows is at the very least one of the more flexible offerings the company has ever produced. Say what you will about its usability, there's no denying the massive impact it's had on portability and convergence.


Xbox and Xbox 360
Introduced 2001 and 2005
Back in 1999, Bill was all about multimedia convergence, and he said that a new gaming / multimedia device would be Microsoft's trojan horse into the world's living rooms with something coined the "DirectX-box." In 2001, the original Xbox entered gaming territory dominated by Sony's PlayStation with Nintendo's N64. But the clunky machine brought with it the first easy to use multiplayer console service, Xbox Live, as well as a developer-centric model that helped turn the tables. Of course, things look quite a bit different today: the Xbox 360 leads the former market leader's PlayStation 3 in spend and attach rate, and with the relative success of media and content sales on Xbox Live, it seems Bill's dream of dominating the living room wasn't just a pipe-dream after all.



Visual Basic
Introduced 1991, discontinued 1998
It's hard to underestimate the impact of Visual Basic. While the average user might have never heard of the original VB that Microsoft released way back when, the simplicity of the language and its graphical toolset made just about any power user a potential app developer, powering the flood of third party application development Microsoft operating systems enjoyed throughout the 90's. Sadly, Visual Basic met its demise at the hands of more modern languages and toolsets, but with a legacy of making programming accessible to the masses, its place in the history books and in Bill's pocketbook is undoubtedly secure.

Runners-up: DirectX, Flight Sim, Portable Media Center, Solitaire and Minesweeper


Auto PC
Introduced 1998, discontinued 2001
Riding high on its previously-introduced sister products -- the Handheld PC and Palm PC platforms, now dead and transformed into Windows Mobile, respectively -- Microsoft's Auto PC initiative was promised to herald a revolution for in-car entertainment and productivity. There's no question it was well ahead of its time; in fact, many of the features debuted in Auto PC have gone on to become standard fare in today's cars. Problem was, when it launched your ride was already pimped with a mere CD player. In-car navigation, voice recognition, and MP3 support were still the stuff of science fiction in those dark days (particularly at the four-digit asking price), and the whole thing was doomed to a geeky, spendy niche. Though products were initially expected from several manufacturers, Clarion ended up being the only one to actually produce a head unit.

*The Auto PC lived on in spirit as Clarion's Joyride, but Microsoft's heart was no longer in the project and Clarion had switched to a generic Windows CE-based core to build the product.