one of the things that I learned from doing Design Matters from my guest Danny Shapiro, and I think I mentioned this in part one of my interview with Tim; confidence is overrated. Danny Shapiro has said that what is more important than confidence is courage.

This was a co-educational school, with many progressive features. The emphasis was on fostering curiosity rather than competitive excellence, and any kind of interest in examination performance and grades was severely discouraged. ("She is quite a serious thinker," I remember one of my teachers telling me about a fellow student, "even though her grades are very good.") Since I was, I have to confess, a reasonably good student, I had to do my best to efface that stigma.

I think authenticity is a crock, and I think authenticity is overrated and talked about far too much. The problem with authenticity is it’s selfish. Authenticity enables us to say whatever we want and if people don’t like it, well I was just being authentic. It is a ticket to self-absorbed inconsistency, and I don’t think anybody we serve wants that.

Security. People naturally resist change in our personal lives. … Malia, actually, was the one who brought it up because she says, 'You know, one of the things that happens is sometimes transitions are hard, and I really enjoy my life, and I like how things are going.' And I said, 'Get in the habit of being able to embrace change, and what's new. Because you don't want to live your life where, you are held back because you've gotten too comfortable, and you are afraid of what might be out there around the corner.'

That blank sheet of paper stage is one of the hardest stages, and one of the reasons it’s hard is because at that stage there’s nobody counting on you but yourself. Today it’s easy because we’ve got millions of customers counting on us, and thousands of investors counting on us, and thousands of employees all counting on each other. In that beginning stage it’s really just you, and you can quit any time. Nobody is going to care, so you set about doing the simple things first.

My grandfather looked at me, and after a bit of silence, he gently and calmly said, “Jeff, one day you'll understand that it's harder to be kind than clever.”