Pirate Websites and Corporate IT
I think it is important to remember that, while there might be 100 million MS Windows machines out there (many of which already running IIS or IIS/PWS), many are behind firewalls. Network administrators deperately fear the idea of Joe Blow in marketing putting up his own pirate website, which could open security holes into the rest of the LAN, open the company up to content liability, might consume bandwidth for non-corporate purposes (translate: porno and mp3s), or worst of all, may leak corporate secrets.
The "guerrilla upgrades" of Windows 98 pissed off more than a few corporate IT managers, and as a result, Win98 has been banned from many corporate networks. If Microsoft encourages folks to download free, personal webservers, they may very well end up shooting themselves in the foot when it comes to the market they need most. I think that Linux advocates should sieze on this ...
Linux offers an excellent alternative in the corporate LAN. Linux workstations are easy to administer remotely and centrally, and easy to secure, insuring that end-users don't upgrade their systems to an unauthorized and unsupported OS, and insuring that they can't run unathorized network services.
I agree that Linux and Apache advocates should work hard to make sure Linux and Apache are ready for the W2K competition, but we should also use this as an opportunity to go on the offensive, targeting IS/IT managers who are tired of the support and security woes that every new Microsoft product "upgrade" brings.