“As a company grows, communication becomes its biggest challenge.”

“Most companies that go through layoffs are never the same. They don't recover because trust is broken. And if you're not honest at the point where you're breaking trust anyway, you will never recover.”

“By far the most difficult skill I learned as a C.E.O. was the ability to manage my own psychology. Organizational design, process design, metrics, hiring and firing were all relatively straightforward skills to master compared with keeping my mind in check.”

“Leadership is hard to train on.”

“When you found a company, you have the original vision, you make all the original decisions, you know every employee, you kind of know every aspect of the product architecture and its limitations.”

“In my experience as CEO, I found that the most important decisions tested my courage far more than my intelligence.”

“In all the difficult decisions that I made through the course of running Loudcloud and Opsware, I never once felt brave. In fact, I often felt scared to death. I never lost those feelings, but after much practice, I learned to ignore them. That learning process might also be called the courage development process.”

“With communication technology in general, there's a kind of certain critical mass of people. Once you get to 15% of the world's entire population using one communication technology, that's a big deal. It's beyond the theoretical at this point. The people who think it's a fad have probably not been paying that much attention.”

“The key to high-quality communication is trust, and it's hard to trust somebody that you don't know.”

“It is very helpful to me, in my job, for people to know me better. A lot of that is, it's a communication job.”

“As a company grows, communication becomes its biggest challenge.”