My one data point is that Casey’s handmade hero series, and his immediate mode gui video from way back in 2005, are what introduced me and some friends to an entirely new way to build graphical user interfaces, and I do feel a great appreciation for that. Guys like Ryan Fleury (of RadDbg) and Vjekoslav Krajacic of Filepilot similarly credit Casey with their “radicalization” :)
To your point though, it was less about specific technical knowledge conveyed by these videos and more about him evangelizing a high level approach that many folks otherwise wouldn’t have considered
I want more things like that old hand made hero to exist in the world, but, from an interview with Casey himself, it doesn’t pay well enough to justify. Someone with the chops to put that together is in a position to be doing something much better incentivized.