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Susan Cain (@susancain) is the author of Quiet Journal: Discover Your Secret Strengths and Unleash Your Inner Power, Quiet Power: The Secret Strengths of Introverts, and Quiet: The Power of Introverts in A World That Can’t Stop Talking, the latter of which spent eight years on the New York Times Best Sellers list and has been translated into 40 languages.

Susan’s first record-smashing TED Talk has been viewed more than 40 million times and was named by Bill Gates as one of his all-time favorite talks (and if you like that one, you should check out her most recent TED Talk with violinist Min Kym). LinkedIn named her the top sixth influencer in the world, just behind Richard Branson and Melinda Gates. Susan partners with Malcolm Gladwell, Adam Grant, and Dan Pink to curate the Next Big Idea Club. They donate all of their proceeds to children’s literacy programs.

Her new book is Bittersweet: How Sorrow and Longing Make Us Whole.

Please enjoy!

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Conversation around a book titled Bittersweet should always begin with dark chocolate. [06:00]

How did Susan arrive at the thesis for Bittersweet, and what did she learn about bittersweetness as a timeless human tradition? [06:52]

Where can someone curious about bittersweet music taste a sample of Susan’s favorites? [11:46]

Parallel wisdom for people of faith, hardcore atheists, and everyone in between from two of bittersweet art’s heaviest hitters: Leonard Cohen and Rumi. [12:14]

Why does minor key music often invoke melancholy? [16:31]

“Days of honey, days of onions.” Psychology may not (yet) distinguish between melancholy and depression, but wisdom traditions have known the difference for thousands of years. [20:04]

For those of us who closely associate depression and melancholy, what’s the value in seeking out the latter when we try so hard to avoid the former? [23:28]

Where Sufism fits in to Susan’s exploration of bittersweetness and search for a language of longing. [29:35]

Creativity as a byproduct of bittersweetness. [36:00]

Thoughts on the song “Hinach Yafah” by Idan Raichel. [39:08]

How is mono no aware expressed in your part of the world? [44:44]

How can someone begin attuning their senses to the feelings that feed into bittersweetness? [50:17]

Susan shares the now-framed email the man who would become her husband sent after their second date. [53:11]

Most of us long for people, places, and things that didn’t make it through the pandemic. RIP, Doma. [55:50]

An empathy exercise: what captions and subtitles would accompany the people around you? [56:53]

Can grief be inherited? Here’s what the science says. [1:00:49]

Learning to heal others helps us heal ourselves. [1:10:26]

What’s the unexpected benefit Susan enjoys by immersing herself in the theses of her books during the lengthy writing process? [1:13:08]

Favorite quotations from Art Is the Highest Form of Hope, a book Susan gifted my way a few years ago. [1:14:51]

A point Susan feels some readers of Bittersweet might underappreciate or misinterpret. [1:16:26]

A brief bask in the warm wisdom of Jana Levin and C.S. Lewis. [1:18:30]

Susan asks what made me shift gears from being an “I’m going to teach you to be successful” author to someone in search of ways to turn pain into beauty. [1:21:54]

Susan’s advice to her 30-year-old-self (and the any-aged rest of us), moral obligation, coping with life’s crossroads, and other parting thoughts. [1:37:12]

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