What shapes of technologies have you been paid to learn? Do they promote decentralized individual liberty like secure p2p communications? Or are they top-down-control corporate-empowering centralizing technologies like webapps and bitcoin?

I'd say there is a prominent skew for the types of things you can get paid to work on, because software that creates individual freedom intrinsically means creating distributed wealth that can't be easily collected to pay returns on investment. And if you don't even have a general understanding of the whole gamut of what is possible, you likely won't even know what you are missing.