tl;dr:"A truly great leader is someone that can not only figure out the impact of a potential decision, they can fully understand the impact of that decision on all the people who will be touched by it.” Evan Cooke, former Twilio CTO, outlines the two significant issues faced by CTOs of later stage startups - (1) Not knowing fellow leaders well enough, (2) Misunderstanding the needs of the company - and how to navigate them.