The Payoff of Deep Contemplation
TL;DR
Deep contemplation, like meditation or scheduled thinking, may be challenging initially but offers significant long-term rewards. It involves practices such as solitude and device-free walks to explore meaningful ideas. The newsletter highlights articles on becoming a deeper thinker and the value of discussing profound topics.

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When Michael Pollan traveled to a cave in New Mexico to try to understand consciousness, he learned what good meditation is really made of. “The recipe was simpler (and much less appetizing) than I would have imagined,” he writes: “To transcend the self, force yourself to be alone with it long enough to get so bored and exhausted that you are happy to let it go.”As Pollan intuits, this practice isn’t all that fun at first. But by the end, you get somewhere that makes it all worth it. Deep, existential thinking is a little like exercise, Arthur C. Brooks wrote in 2024: We might avoid contemplating big questions because of the short-term discomfort, but in doing so we ignore the bigger payoff. You can schedule deep thinking into your life in the same way you would a workout, Brooks argues: Take time out of the day to meditate and consider meaningful ideas, or go for a morning walk without your devices to spark contemplation. Today’s newsletter explores these and other ways of turning deep thought into a habit.
On Thinking More Deeply
Three Ways to Become a Deeper Thinker
By Arthur C. Brooks
You don’t have to become a Buddhist monk to realize the value of contemplating hard questions without clear answers. (From 2024)
Read the article.How to Have a ‘Don’t-Know Mind’
By Michael Pollan
My quest to understand consciousness took me to a cave in New Mexico and then deep into the cosmos.
Read the article.Don’t Make Small Talk. Think Big Talk.
By Arthur C. Brooks
Discover the rewards of discussing deep things.
Read the article.Still Curious?
I recently asked readers to share a photo of something that sparks their sense of awe in the world. “Have you ever seen a sound wave in the shoreline? I delight every time,” Lisa C.K. from Sarasota, Florida, writes.
I’ll continue to feature your responses in the coming weeks.
— Isabel