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Most of High Stakes is the story of Vermeer, from its start-up to its sale to Microsoft. (Now bundled with Microsoft Office, FrontPage is used by more than 3 million people worldwide.) Along the way, Ferguson met the players in the Valley and formed strong opinions of them. He describes Netscape CEO Jim Barksdale as an egomaniac and technological dolt in way, way over his head. Oracle founder Larry Ellison is "severely warped." One of his best lines sums up Silicon Valley as a place where "one finds little evidence that the meek shall inherit the earth."
But this isn't just the technological equivalent of WWF trash-talking. Ferguson is very tough on himself, too, and details his own shortcomings as a person and a businessman. Mostly, it's a gloves-off account of how things really get done in high technology today, as refreshingly honest and acerbic an account as you'll ever read. --Lou Schuler
I've actually dated him and yes, his character does come out in his writing very strongly. So yes, he is a real jerk, and can be an even larger jerk especially when you've outsmarted him in any slight way. That being said, he also has a very warm, human, giving and honest side which for some unknown reason he hoards jealously (and glipses of it come out here and there in the book), which is why in the book he skewers just about everyone and their dog. It's really too bad - with a talent and intelligence like that, he could have gotten a lot more for Vermeer, a lot more for himself and he'd be a happier human being instead of a 50-ish, balding, lonely, bitter software millionaire in a Mazda Miata.
A+ = for writing, use of wit and humour as well as quality
A = for relevancy of content
B = for character portrayal
C = for overall importance in the grand scheme of things
The chapters covering the formation through eventual acquisition of Vermeer Technologies are an interesting education in the ways of VCs and hi-tech startups in the mid 90's. However, the last three chapters of the book are pretty worthless. These contain Ferguson's analysis of the industry and predictions for the future, and suffer because of Ferguson's worldview that he and Vermeer were far more important to the industry than they actually were. Ferguson lacks an understanding of large IT operations, and it's unfortunately evident in these chapters.
Ferguson's pronounced hostility towards certain actors in his book - including former subordinates - also makes for uncomfortable reading. Some things should simply be kept private.
Buy the book if you want to learn about VCs and hi-tech startups early in the Internet era, and don't mind wading through Ferguson's ego eruptions. Otherwise, skip it.