With a certain (class of) people, their MO is to try a lot of things, break a lot of things, and learn from what they broke.

Twitter was a lot of the same (kind of thing). The faster they can break things, the faster they will learn.

And if you are working for such people, it doesn’t help to already know what is going to happen. Blindly fire on all cylinders the commands they issue. Let the fall out occur. Then share the fallout with them. Allow them to learn and get better. They are one-man armies. And you are the high school coach of a proud obnoxious “all star” player.

Background: working in this environment for five years.