I've read a handful, and agree that he truly understood the effects of technology and Modernity. It's worth reading the French sociologist/theologian Jacques Ellul, too (they were contemporaries).
I'd rather recommend reading basics stuff like Guy Debord (Society of Spectacle), André Gorz (Métamorphoses du travail), Schumacher (Small is Beautiful), Kohr (The Breakdown of Nations). A little bit of Bourdieu cannot hurt either
Of Illich I've only fully read "Tools for Conviviality", which I'd say is a manifesto for Humane Technology of a kind.
And indeed Illich is not anti-tech, he's not a luddite
For Neil Postman [1] the standard reader is "Technopoly", but for me "Amusing Ourselves to Death" is a real treat. It was literally a description of social media and modern "performance politics" 40 years too early.