> At this point since we've trained everyone, we get to drop some of the frills around the UI without suffering a substantial drop in usability.

Do you have any data to back up your opinion? My anecdotal experience with unsophisticated users is that Google's new flat design has been a usability disaster. People who had been capable users of the old gmail design had difficulty finding the same functionality in the new design.

There's a strong tendency for people who live and breath technology to think that it is "intuitive" for everyone. It's not, and such an attitude merely reflects a lack of empathy for people who don't find computer use natural and easy.