The skills that you need as a CTO is very different from what you need when you're running a 5,000% organization. I think people underestimate the impact of the leaders that CTO or VP of engineering has in terms of being able to execute. People matter and it matters in a 10% organization it matters in  5,000% organizations especially the leadership. You try to set a culture and a system in place and you need the feedback loop from your directs to be able to tune it otherwise it just goes somewhere that you don't expect it to be.

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