Book review Steve Jobs in Exile

★★★★☆ (as a book)
★★★☆☆ (for the purposes of this blog)

There are as many books about Steve Jobs as there were Quadra models, but they focus mostly on two phases:

  • 1955–1985 – Steve Jobs befriending Wozniak, the early days of Apple, Lisa, and the Mac
  • 1997–2011 – Steve Jobs’s “second act” at Apple, and the creation of the iMac, iPod, iPhone, and so on

Steve Jobs in Exile by Geoffrey Cain is a just-released, rare volume that focuses on the “in-between years” – starting with Steve Jobs founding NeXT and Pixar after his Apple ouster, and ending with him coming back to Apple under the absolutely strangest of circumstances. It’s a doubly interesting phase, both because we see Jobs maturing as a leader and actually learning from his many mistakes, and because the early technical NeXT decisions eventually became underpinnings for modern macOS and iOS.

I do not see this as a book of new immense insight, technical depth, or design details, but that doesn’t mean it doesn’t go beyond surface level. What I appreciated most was Cain not shying away from pointing at some of Steve Jobs’s mistakes: hiring wrong people he happened to like, almost driving the company to the ground through obstinance, inability to focus on things he considered uninteresting, and a profound dose of duplicity coming into the NeXT/​Apple merger.

Other things that stood out: focus on people around Jobs, spotlight on Jobs’s disappointing moral flexibility around working with government (or befriending Larry Ellison, for that matter), and a really fun pizza ordering story that serves as a prelude to the Starbucks call during the iPhone 2007 keynote.

Some learnings:

  • Craft and taste alone are not enough; you can spend your talents and energy on things that don’t “matter” given some definition of the word. That could be okay if that’s a choice you make – “impact” is ill-defined and often overrated, anyway – but you need to approach it clear-eyed, which Jobs didn’t initially know how to do.
  • Confidence, like everything, needs to be practiced, and focused, and influenced back by feedback and reactions. (Witness the negotiating acumen of a certain Jean-Louis Gassée!)
  • It’s really hard to create a culture of hard and honest and deep conversations that’s also not a culture of abuse and toxicity.

The one thing I didn’t like about the book was that the few photos inside are only perfunctory; there’s a lot of chatter about a beautiful, symbolic NeXT lobby staircase, top-of-the-landline phones, and expensive chairs, but we never get to see them. Many of the photos are by Doug Menuez – which you can also see online – but the problem is that those photos are generally not that interesting.

That aside, it’s still a breezy and entertaining read that filled in some gaps and provoked new thoughts.