I think in general, being a generalist in any field puts a ceiling on your career path after a while. And like you said the ceiling is not so much about the generalist being mediocre at many things, its more about others getting confused about how you would be best moved up the career track. But the problem with the concept of a career track is that you are on a track defined by other people. I'd say the only way out is go your own way as you have - career tracks all eventually end somewhere. As a generalist you have a much broader perspective on how to create your own track and a much better vision as to what direction best suits you. I think probably the best way we can encourage up and coming tech generalists is to encourage them to get frustrated with the status quo and to become entrepreneurs. As a result hopefully the next generation of companies will have a deeper appreciation of the competitive advantage of multi-disciplined people.