Ep. 205: Why I’m a Bad Correspondent

With Jesse away on vacation, Cal decides to tackle 10 questions in a row, all in one take, with no breaks, covering everything from complaints about Cal’s inaccessibility, to teaching deep work in schools, to a long pontification (read: rant) on the podcasting industry.

Below are the questions covered in today’s episode (with their timestamps). For instructions on submitting your own questions, go to

Video from today’s episode:


– Finding time to self-study (5:40)
– Why Cal is a bad correspondent (11:44)
– Can everyone become so good they can’t be ignored? (25:31)
– Should temperament affect job choice? (29:07)
– Teaching deep work in schools (33:35)
– When does Cal listen to podcasts? (37:52)
– How do I succeed in podcasting? (38:48)
– Why is Cal so contrarian? (56:20)
– How do I stay a digital minimalist after having a baby? (59:33)
– How do I teach my family and friends about the deep life? (1:02:29)

Thanks to our Sponsors:

Thanks to Jesse Miller for production, Jay Kerstens for the intro music, and Mark Miles for mastering.