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He seems like a really thoughtful and honest guy. I have no idea what he was like back then... but at least he didn't get old (71) without acquiring some wisdom.
True. Most of his (relatively) recent interviews have a very wistful tone to them.
Many lessons learned from this interview. My biggest takeaway: “I appreciate more today that Apple was never just a business to Steve. Apple is Steve Jobs and Steve Jobs is Apple.” I think all founders need to strive towards this. If the company is an extension of the founders, you can bet that the need to be great will be upheld at the top level and should trickle down to all of its stakeholders.
It means you are never able to leave or even able to look the other way for a longer time. If you get ill or some other terrible thing happens to you the company and all the people that are in it will suffer.
You should strive to build your company in a way that it will survive you for a long long time.
I understand that there is this guy called Steve Jobs whose name is synonymous with the company that he created, but he is the exception and you are very likely going to be just another confirmation of the rule.