He's exploiting the AI craze. And is himself a wealthy and connected individual. Also he's including essentially ads in the OS. Which is exactly the type of thing people leave Windows for.

working toward full integration with the Chinese services people depend on

He appeals to the worst in some very influential people, basically "Get in the car losers, we're going Naziing". And all these rich people just happen to have a deep seated urge to go Naziing that societal ethics hasn't allowed them to explore before, so they just give him all their money.

That, and in a quid pro quo for their investment they'll obviously expect DHH to be even more of a Nazi than he has previously been. There, that's his "masterclass". Still impressed?

it's all about who you know.

If you Heil Hitler a lot, you get part of the riches they hid in Switzerland I guess.

He uses the word Agentic

By finally giving Linux an acceptable, i.e. racist, capitalist, face.

Corporations like dealing with corporations. I think this is it. Linux land is otherwise inhabited by peasant folk who do stuff for free and for fun.