Upper Bound has become one of my favourite annual trips.

This year, more than 11,000 AI geeks and aspiring geeks gathered in Edmonton. I had the chance to give a main stage masterclass called Calculating Risk, Maximizing Upside.

Many people are perceived to be risk averse. Over the years, I have discovered that they are not really risk averse. They just do not have a good framework to help them understand how to take risk in order to achieve outsized outcomes.

That was the heart of my talk.

The best bets are not fearless. They are bounded, advantaged, and asymmetric.

Or, in three words:

Downside. Edge. Upside.

I wrote more about the framework on my Substack here.

P.S. I was also on the Winning with Responsible AI panel at Upper Bound. More thoughts on that in a separate post.