From my experience job-seeking and hiring, it depends entirely on the culture created by the founders/chiefs, which in turn depends on their own style of skill

From my experience job-seeking and hiring, it depends entirely on the culture created by the founders/chiefs, which in turn depends on their own style of skill cultivation. If they are generalists, they will likely value their ability as generalists and that of others, same for specialists. I have specialized in programming, but I am definitely a generalist, and all my best fits (including my current employer) have been working under and alongside fellow generalists at small companies. I specifically say small companies because there aren’t already teams of specialists and even the one or two existing specialists will usually appreciate anyone’s interest/help.