I'd recommend going through "Early history of Smalltalk" and "The Dream machine". First covers Kay's work and Smalltalk - how it started, what was the reasoning

I'd recommend going through "Early history of Smalltalk" and "The Dream machine". First covers Kay's work and Smalltalk - how it started, what was the reasoning behind it. I'm still in progress with the second one, but it gives pretty deep dive in history of computing, covering a lot about personalities behind the field and their work.