Why do you struggle with your grand attempts to escape distraction and aimlessness to make your life deeper? In this episode, Cal draws on an unexpected metaphor – Charles Babbage, Ada Lovelace, and the Analytical Engine – to help identify the subtle obstacle on your path to increase depth. With...

In the first ever live episode of Deep Questions, recorded at People’s Book in Takoma Park, MD, Cal extracts a modern productivity lesson from the tale of Jane Austen’s frustrated ambitions, before taking questions from the audience. Below are the questions covered in today's episode (with...

In this episode Cal takes a closer look at a growing trend of artists quitting social media and instead reverting to old-fashioned websites. Are these acts of principled sacrifice or a sustainable way to be creative online? Cal argues for the latter, showing how the internet without social media...