He was the first to publish an open way to communicate with him in order to out the corporate crazies, and readers did in droves, explaining the inanity of their workplace and getting secret retribution for stuff they clearly couldn't complain about publicly.
A good percentage of youtubers and substackers today actively cultivate their readership as a source of new material. They're more of a refining prism or filter for an otherwise unstated concerns than a source of wisdom.
Doing this seems to require identifying with your readers and their concerns. That could be disturbing to the author if the tide turns, or to the readers if they find out their role model was gaming them or otherwise unreal, but I imagine it is pretty heady stuff.
I hope he (and anyone facing cancer) has people with whom he can share honestly, and has access to the best health care available.
https://archive.jsonline.com/greensheet/there-oughta-be-a-la...