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August 18, 2025 77 mins

In this replay of one of the more popular episodes from the Deep Questions archives, originally aired in August ,2023, Cal explores some of his early strategies for cultivating a deeper life.

Below are the questions covered in today's episode (with their timestamps). Get your questions answered by Cal! Here’s the link: bit.ly/3U3sTvo

Today’s Deep Question: How can I reinvent my life in 4 months? [1:30]

  • How can I ease into Cal's more advanced time management strategies? [36:58]
  • Can unstructured work be a part of the deep life? [40:33]
  • How can I stop changing my mind about what I want to do with my life? [44:41]
  • Can I pursue the deep life if I need a job? [52:24]
  • How do you pursue the deep life with depression? [56:49]

Cover Reveal for Slow Productivity [1:05:27]

Thanks to our Sponsors:

This show is brought to you by Better Help.

https://www.betterhelp.com/deepquestions

https://www.mybodytutor.com

https://www.miro.com

https://www.shopify.com/deep

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

Mark as Played

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