I've spent several years at a small company, starting as an iOS developer and gradually expanding my role to cover frontend, backend, DevOps, and even product management. I eventually learned to write business proposals and handle various aspects of product development.

Now that I'm looking for a new job, I've hit a wall: most positions require deep specialization in specific areas, while my breadth of experience, though valuable, doesn't seem to align with market demands. My generalist background, which was essential in a small company, appears to be more of a limitation than an advantage in the current job market.

How do you navigate the transition from being a technical generalist to finding your place in a market that values specialists? Has anyone successfully made a similar transition?