As someone in the orbit of Berlin startup culture, I'd say the answer is simple - you have to overcome arrogance and ageism.

Let's be honest, those of us who have built careers on the "modern-web-stack running in AWS" tend to tilt in the bearded-hipster direction. I've interviewed people coming out of corporate behemoths, and they're typically older, have families, have a more conservative demeanor, and are a few years behind the HN curve, tech-wise. It takes some effort to cross that cultural gap and recognize the decades of engineering and inter-personal experience that some of these people have.