I agree with the "No one knows how to work with generalists" statement, and I have found myself scrambling to answer the "What exactly do you do?" question a few times. It feels like a small few appreciate the idea that I just like to build things and don't mind moving around to address issues in different "areas." Others expect to put me in a seat with a label on it and focus on whatever tasks require the person in that chair. I invariably get called something I'm brought on to the team and then switch gears unexpectedly. ("I didn't know you code.")

Your idea for pairing generalists is awesome, and I wonder if it's viable to do independently and "sell" two generalists as a team to recruiters/companies. Just like the art director and copywriter combo, two generalists sell themselves as a duo able to address any challenge from the server to sales.