I'm in my late 30s and no. I enjoy working with early stage companies and starting my own companies, and being a generalist is essentially necessary in those s

I'm in my late 30s and no. I enjoy working with early stage companies and starting my own companies, and being a generalist is essentially necessary in those situations. If you do this as a specialist, you'll end up wearing many hats anyway just out of resource constraints. Being a generalist also, IMO, makes you a more effective manager for crossfunctional teams, and gives you empathetic understanding on how the sausage gets made across the board, instead of just in a single domain. But as others have stated, you can be both a skills/technology generalist while also framing yourself as a specialist. As I alluded to with my personal history, I consider and frame myself to be a startup specialist due to my broader base of skills.