A mid-career generalist is like not having chosen what degree you're going to graduate college with in your second senior year
Well said. However, being a "very experienced dilettante" is exactly what I am hoping to capitalize on. When I left I was managing and mentoring people that were all older than me. Technology XYZ or tried-n-true architecture ABC is not always the best answer. I do not want to specialize because it forces me into a box.
Truly escaping and starting at run 0 sounds truly depressing. But then, so does the LMS world.