I know it's not going to happen, but I say if IE updates break existing enterprise web sites because they are more standards-compliant, then go for it. Any place that's holding on to IE6 because they're afraid to break IE-only web sites probably isn't going to update anyway.
The timesheet and employee self-services system where I work are IE-only for no good reason. The timesheet site is a Java applet, and the employee self-services system uses XML and Javascript to render content. There's nothing I've seen on either system that cannot be done using simple web standards. I guess people who use Macs here (and there are a number of them) have to have access to a PC to get paid.
As long as we allow enterprises not to be standards-compliant through and through, we, as web developers, will continue to have IE-related headaches.