Ian Daniel Stewart

That's me. This is my blog.

  • If you’re interested in becoming a better coach, manager, or leader — or you just want to start asking better questions at work — check out The Coaching Habit from Michael Bungay Stanier. You get practical advice on what coaching is, why you’d want to do it, and how to immediately improve. It’s pretty easy…

  • This is a long one! In this post we’ve got all my short reviews of the books I read in 2018, some very brief notes on the books I put down in 2018 without completing, notes on coming back to Twitter, and finally some notes on leaving Facebook. (The last one made my life much…

  • Some thoughts on how to push back against the gravity of “going it alone” when working remote or in an all-distributed company. I have several friends at work who love the Zelda game series from Nintendo. And I played the first few games growing up so the video-game-famous quote from the first game, “It’s dangerous…

  • We’ve started using Design as “best supporting actor/actress” as a metaphorical goal for our centralized Design teams at Automattic. It’s an interesting metaphor, right? It’s got to feel good to be up on stage clutching a golden trophy. But why not nominate Design for the starring role? Here’s how I’ve started to think about it.…

  • An interesting analysis from John Cutler on Self-inflicted Chaos in organizations. What’s self-inflicted chaos? Self-inflicted chaos – Trying to do too much at once, and ending up doing nothing particularly well. – Misjudging the blast radius of task or project, and the non-linear impacts that misjudgment will have on the whole organization. Versus – When a…