Nice as a description of the historical evolution of the VC phenomenon, but rather condoning in its evaluation.
The book is too overtly written with the benefit of hindsight, which makes the cautionary tale less compelling.
Story on repeat: X had a frustration, X is so privileged that she can raise at least a couple of $100k from friends and family, and X starts an amazing company to solve the problem – at least in theory – for herself and the rest of the world.
The book is exactly what it tries to avoid: being just another entertaining founder story (in this case about Square).
Written in an entertaining laid-back style that more business books could use and – above all – surprisingly relevant over 25 years after first publication in 1991.