For anybody interested in business (like the HN readership) I really recommend studying not only about the history of Apple, but the history of its early competitor Atari. Equally as interesting and represents a kind of alternate universe where the Google of its time failed spectacularly. The reasons why are complex and very informative, especially the Tramiel years.
There's not many books looking back, but there are a few and they're quite good:
There's also plenty of old shows both archived, and made more recently, some with a stunning number of important interviews
And there's a vast retrogaming/retrocomputing podcasting phenomenon going on right now, often with even more amazing interviews
and a larger list https://news.ycombinator.com/item?id=8544576
What's nice is that this all happened recently enough that you can actually go to the primary sources and read/listen/talk with these events as they happened, but can now look back informed by decades of the aftereffects.