So great to read personal stories about many of the insanely hard-working & talented engineers who made the iphone and ipod. Their stories sadly are often lost or left out.
Have to plug Soul of a New Machine as well. It's more about hardware than software--Data General's Eagle (MV/8000) minicomputer in the early 80s. I'm somewhat biased as I was the product manager for many of DG's systems over a fairly long period (starting about 5 years later) but it's still one of the best books about product development ever written.
Check out "Showstopper!: The Breakneck Race to Create Windows NT and the Next Generation at Microsoft" by G. Zachary. The book was recommended in a thread above. The book is about Dave Cutler and other DEC engineers joining Microsoft to build Windows NT (originally "OS/2 NT").