It's not directly technical although it does speak about technical things, but Steve Blank's talks about the "secret history" of Silicon Valley are amazing. He's got some on YouTube, and links to some on his blog. He talks about how different tech was made to fight the Nazis, Soviets and co and how they made their own tech, and how it just became an arms race, whilst also spawning a good chunk of Silicon Valley startups and how it affected VC money down road. You get tech and Silicon Valley (/ and) history and business all in one.

https://steveblank.com/secret-history/