Paul Orlando is back to talk about his book titled “Why Now?” You may remember Paul from his last appearance (a fan favorite) talking with Jerod about complex systems & second-order effects. Paul’s book, “Why Now?” explores the concept of timing and the importance of understanding the ‘why now’ in business and product development. We discuss timing examples from the book that were either too early or too late (such as the first video phone and car phones), the need to consider both technological advancements and user demand when assessing timing, the significance of timing in the success of companies like Apple and the launch of the iPhone, Uber and Heroku, and more. Also, join our Slack community for a chance to get a signed copy of Paul’s book.

Paul Orlando joins Jerod to talk through some unintended consequences that occur when systems operate at scale. We discuss Goodhart’s Law, The Cobra Effect, how to design incentive systems, dependency management decisions, the risks of autonomous vehicles, and much more along the way.