Don't accept the excuse of complexity.

It's easy to shortcut when you get busy explaining the why's of the world, but it's very important to try.

You should have a 1-on-1 roughly every 2 weeks.

There are three things you need to do as a CEO-founder. Think strategically, drive design, and drive technology. Some people who are really good at one can build a pretty foundational company. Most people who are very successful are good at two. But Jack is the only person in the Valley I've met who's all three. He's a first-rate strategist, a first-rate designer, and a first-rate technologist.

As the company scales, everybody is not going to get invited to every single meeting, but they're gonna want to go to every meeting.

The more you simplify, the better people will perform. People can not understand and keep track of a long complicated set of initiatives. So you have to distill it down to one, two, or three things and use a framework they can repeat, they can repeat without thinking about, they can repeat to their friends, they can repeat at night.

It's never a metric, it's where the person is going or not. Metrics are used to make things work better, but don't necessarily make a business better.