I think the biggest issue deep generalists fall into is that they can be above average in the entire stack, but not exceptional enough to make the cut for a specialized role in any single thing (i.e the vast majority of publicly advertised roles).
Going down “specialized in boot-strapping startups” route is an interesting remedy. I would imagine the only way to find these opportunities is word of mouth.
I think the biggest issue deep generalists fall into is that they can be above average in the entire stack, but not exceptional enough to make the cut for a specialized role in any single thing (i.e the vast majority of publicly advertised roles).
Going down “specialized in boot-strapping startups” route is an interesting remedy. I would imagine the only way to find these opportunities is word of mouth.