Ep. 19: Calendar Shaming, Digital Detox Struggles, and the Unexpected Challenges of Autonomy | DEEP QUESTIONS

Deep Questions with Cal Newport ·

In this episode of Deep Questions I answer reader questions on calendar shaming, digital detox struggles, and the unexpected challenges of gaining more professional autonomy, among many other topics.

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Here’s the full list of topics tackled in today’s episode along with the timestamps:

WORK QUESTIONS

  • Modernizing GTD [2:18]
  • Calendar Shaming [7:59]
  • How I keep track of projects [14:15]
  • Staying relevant when less connected [16:29]
  • The inherent unpredictability of kids and facing the productivity dragon [19:21]
  • Quantifying career capital [25:09]

AUDIO QUESTION OF THE DAY [28:17]

TECHNOLOGY QUESTIONS

  • Dealing with screen time overload [31:36]
  • Is a Kindle a screen? [36:32]
  • The relative depth of books versus podcasts [36.48]
  • Digital detox struggles [39:26]
  • Instagram struggles (hint: my suggestion starts with a ‘Q’ and rhymes with ‘bit’) [44:02]

QUESTION ROULLETE [45:49]

DEEP LIFE QUESTIONS

  • Interviewing people you want to emulate [49:04]
  • Dealing with psychological hurdles such as negative self-talk and impostor syndrome  [54:30]
  • Learning hard things fast [1:03:53]
  • Vitamin solitude [1:05:24]
  • The challenges of autonomy [1:07:54] *  Understanding those upset by depth [1:11:05]

Thanks to listener Jay Kerstens for the intro music.

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