The secret is to be able to fail up at a rate higher than you burn the ecosystem around you. You are gone before people notice. That and being funny with enough charisma that it doesn't matter. Sam can't actually operate in this environment, everyone already knows his manipulative schticks.

This is one of the reasons that startups prefer the young, they often haven't been exposed to the grift and the manipulation. As a tech bro sociopath, I'd be wary of joining a startup with a mixture of ages, genders, experiences across the spectrum of ICs and management. They probably have experienced too much to be griftable in the same ways as an org stacked with young ICs. You also want to make sure that there are other people in the management chain that are more emotionally unstable. It takes much of the focus off of ones own pathologies.

Happy Hacking!