Why Technologists Keep Guessing Wrong On the Outcome of Technologies

An article in the Wall Street Journal yesterday highlighted that Uber and Lyft haven’t lived up to their promises.  Ride sharing was supposed to make traffic better but study after study has shown that it has made traffic worse.  The thing no one is talking about is, this is a bigger trend in tech – […]

Defining The Services-As-Software Business Model For AI

My angel investment in Botkeeper has been one of the most influential in my thinking on how AI strategy is evolving. When new high impact technologies come along, they often shake up status quo business models and because no one understands what business models might emerge on the other side, it’s a wonderful time to […]

The Half Court Ventures Story: What I’ve Learned From 4 Years of Angel Investing

Backupify was acquired in December of 2014. In June of 2015 I made my first angel investment. Along the way, I started a fund with my friend Todd Earwood, and learned a lot about investing. This post chronicles that path. Deciding To Angel Invest The first thing I did post exit was talk to lots […]