Book · How it actually went
Chaos Monkeys
Antonio García Martínez · 2016
A caustic first-hand account of building and selling a startup, and then working inside a very large technology company — the least reverent book on this list.
Why it is here
The author took a company through Y Combinator, sold it in circumstances he describes in uncomfortable detail, and then worked on advertising at Facebook. The result is a first-hand account of both sides of an acquisition, written with no interest in protecting anyone's reputation including his own.
The genuinely useful material is on the acquisition itself: how the price was arrived at, how co-founders were treated, and how much of an announced transaction is really retention compensation. It is the most vivid available illustration of the point our acqui-hire entry makes analytically.
It is deliberately provocative and parts of it have aged poorly. Read it for the transaction mechanics rather than for the commentary.
Read it if
You want to see what an acquisition looks like from inside, without the press-release framing.
Skip it if
You would rather not spend time with a narrator who is working hard to provoke you.
What it explains