This reflects my personal experience as "CTO" of a software factory. I put CTO between quotes because my role definitely shifted away from technology itself more to a delivery role. I have to delegate responsibilities to the right people, act fast when a team member is pulling its weight, allocate resources to solve problems a team can't, and even jump in and work along the team if shit hits the fan. Delivery is the hardest thing; something that works for me is trying to have a plan and not only consider features but a checklist to reach Prod. What I mean is adding all those tiny things that add up to the planning (who's in charge of the DNS? who's setting up the Twilio account? etc etc etc)