Ep. 286: Rethinking Self Help

A key step in cultivating a deep life is reflecting on what matters to you and the best strategies for pursuing it. This, in turn, requires that you engage in the consumption of some manner of self help. It’s here that many people sell themselves short, limiting this intake to short videos and the occasional advice guide. In today’s episode, Cal talks about cultivating a much richer approach to self-help in which you’re able to take in wisdom from a variety of sources of various levels of sophistication.

Download my FREE Deep Life Guide HERE:

Download a FREE chapter from my upcoming book, “Slow Productivity” HERE:

Link to submit questions:

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:

Sign up for Cal’s email newsletter here:

Download a free excerpt from Cal’s new book, “Slow Productivity” here:


– Rethinking Self Help [3:21]


– How can I prevent hard tasks from derailing my productivity systems? [38:50]
– Should I get ahead in my career with a project that I hate? [47:54]
– How can I make progress on my novel when my day job drains me? [52:39]
– Is there such a thing as too much deep work? [59:32]
– CALL: Will short deep work sessions work to write effectively? [1:12:17]


– Reducing stress with slow productivity [1:18:40]


– The 5 Books Cal Read in January 2024 [1:30:22]


Preorder Slow Productivity!

Thanks to our Sponsors:
This show is brought to you by BetterHelp. Give online therapy a try at

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