The examples given in comments were quite poor: the Word screenshot was from 10.1 or 10.2 and the rendering was improved noticeably since then. The other screenshot had completely different settings on OS X (no sub-pixel antialiasing and the small fonts were rendered completely unaliased) than ClearType.
Having said that, I must say that I personally do prefer ClearType rendering, if and only if it is well tweaked with the ClearType tuner. Otherwise the results do vary a lot. For example at my university's PC lab ClearType fonts on XP are worthless given the settings work poorly not with their monitors and users can't run ClearType tuner at all because of security reasons, not great.. On the other hand on my friend's laptop ClearType looked ok before and great after tuning.
Bill Hill is a great character and it is always a pleasure to see and listen to him. Also more content about fonts and typography is always welcome.
I'm sorry to take this up, but could it be possible to provide the content in some more standard format (e.g. DivX, XviD, mpeg-4, h264) than WMV? AFAIK there is no player for Linux and the existing Mac player is next to unusable, definitely not Microsoft's finest hour. But yeah, I guess you probably don't have much of a choice but to use WMV