Ep. 5: Tackling Procrastination, Building a Productivity System from Scratch, and the Intellectual Shallowness of Social Media | DEEP QUESTIONS

- Deep Dive: How does Cal organize his life? [4:47]- How do I improve my estimates of how long a task will take?  [27:49]- How does Cal feel about open office spaces? [30:01]  - Does listening to a po...

29 Aug 20221h 16min

Please take a moment to provide feedback on the podcast using this survey: bit.ly/3zMTLXpDEEP DIVE: Loops, Networks, and Links [5:32]DEEP WORK QUESTIONS - How do I track a long-term project? [30:52] ...

22 Aug 20221h 8min

Click Here To Take Cal’s Survey: https://bit.ly/3zMTLXp Cal reacts to the news: TikTok and the Fall of the Social Media Giants [3:05] - How long should I wait for someone to respond to my email? [32:2...

15 Aug 20221h 12min

Habit Tune-Up: To-Do Lists Are Inhumane [2:03]- Is distracted deep work the same as shallow work? [18:10]- How does Cal do quarterly reviews? [23:03]- What should I include in my quarterly plan? [25:0...

8 Aug 20221h 21min

In today’s episode, we try something different: a special two-part conversation in which Cal coaches his longtime friend, comedian and podcast pioneer Jamie Kilstein, through a digital declutter. The ...

2 Aug 20221h 30min

With Cal away on vacation, he decides to tackle 8 questions in a row, all in one take, with no breaks! Ian Fleming’s writing process [1:13] - How can I get a tech job without credentials? [8:04]- How ...

25 Juli 202248min

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 sch...

18 Juli 20221h 7min

Cal Reacts: A slow productivity case study [5:19]- What do you think about planning two weeks out instead of one? [25:52]- How can I brainwash my little brother to make him not follow his passion? [32...

11 Juli 20221h 33min