Expose yourself to as much randomness as possible.

I really focused on three things in high school - my company, basketball and my school work.

One theme that fascinates me is cognitive enhancement. It seems only a matter of time until we live in a world where steroids for the brain are readily available to all. And once we come to grips with that reality, I suspect the debate over the ethics will be much more heated than the debate over steroids in baseball or any other sport, where the use is limited to a select group of freakish athletes.

I’m skeptical of passive learning. If you don’t write down what you’re hearing and learning, what the odds you remember it?

I've always loved to write, and I kept a diary of what I thought about my business, being an entrepreneur and other things of interest to me.

Expose yourself to as much as possible. Attend conferences no one else is attending. Read books no one else is reading. Talk to people no one else is talking to.

Taking on short term risk can involve switching jobs, joining new groups / associations in the area, launching a personal blog, running an experiment within your existing job. These are some practical ways to inject volatility into your life, and thus some risk.