There will never be a time when you just "throw the switch" in one day, and turn off analog, turning on digital simultaneously, because everyone (most, no doubt) who didn't have a digital receiver would be LOST as a listener. And if they had a digital receiver, A DIGITAL RECEIVER...perhaps in the car, or on the table at home, it sure as hell wouldn't replace the BILLIONS of analog receivers already in place! After all, the expensive DRM radio in your car, or on the table at home ain't gonna' do a damn thing for you when you're lounding by the pool, or jogging!
As for February 2009 not meaning the end of existing TVs, come on...NOBODY (or almost nobody) HAS THE ADAPTERS YET! If you rely on an antenna and analog tv, and don't have an adapter (which isn't even on sale in most markets...try to find one in a store!), then you are royally screwed! Worse, the general public is largely clueless that this big deadline is coming!