_Showstopper_ One of the best tech books, after _Soul of a New Machine_ (recommended in the comments, too). Covers Microsoft's creation of Windows NT.
_DEC is Dead. Long Live DEC_ about the rise and fall of Digital Equipment Corporation.
_Skunkworks_ Lockheed-Martin's creation of the SR-71.
_Moneyball_ using math to build a top flight US baseball team.
Broadening the category a bit:
_The Smartest Guys in the Room_ is about Enron's collapse. Not directly related to computer tech but definitely tech and people.
_Billion Dollar Lessons_ covers several spectacular company failures. Again, not strictly tech related but amazing stories of crash & burn. Includes (IIRC) Iridium, Kodak, IBM.