Episode · Lenny's Podcast · 2026-03-22

Lenny Rachitsky & Jessica Fain: books mentioned on Lenny's Podcast

The art of influence: The single most important skill that AI can’t replace | Jessica Fain (Webflow, ex-Slack)

5 books · With Jessica Fain · Listen · Watch on YouTube

Jessica Fain is a product leader at Webflow and former Chief of Staff to the CPO at Slack, where she worked alongside April Underwood and many past podcast guests including Stewart Butterfield, Annie Pearl, Tamar Yehoshua, and Noah Weiss.

Jessica Fain recommended Switch by Chip Heath and others, Pachinko by Min Jin Lee, Homegoing by Yaa Gyasi, A History of Burning by Janika Oza, and The Overstory by Richard Powers.

Books mentioned, in the order they came up

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  1. Switch

    Chip Heath; Dan Heath · at 58:33

    Switch by Chip Heath and Dan Heath is a popular psychology and business book that explores how to change things when change is hard.

    Recommended
    “one of my favorite well actually one of the only business books I've ever liked is called Switch. Uh it's about change management and they talk a lot about shrinking the change”
    Where to get it
  2. Pachinko

    Min Jin Lee · at 1:21:26 · mentioned 2 times

    Pachinko by Min Jin Lee is a sweeping historical novel that follows four generations of a Korean immigrant family living in Japan.

    Recommended
    “I love this book uh Pachenko that tells the history of um a Korean family over several generations. And in one of the generations sort of in the 1600s, 1700s, there are two wives”
    Where to get it
  3. Homegoing

    Yaa Gyasi · at 1:25:42

    Homegoing by Yaa Gyasi is an epic, deeply moving debut novel that traces the divergent paths of two half-sisters from Ghana across three centuries, examining the devastating legacy of slavery, violence, and multigenerational trauma.

    Recommended
    “Uh, Pachinko does this with a family in Korea over generations and moving to Japan. Uh, there's a book called Homegoing, which is about the west coast of Africa and the impact of the slave trade”
    Where to get it
  4. A History of Burning

    Janika Oza · at 1:25:49

    Recommended
    “history of burning is a is a book that tells a story of um Indian indentured servants that were brought to Uganda to build the um British railroad there. Um, and just parts of history that I was so much less familiar with”
    Where to get it
  5. The Overstory

    Richard Powers · at 1:26:21

    The Overstory by Richard Powers is a sweeping, Pulitzer Prize-winning novel that intertwines the lives of several Americans whose fates are connected to trees and environmental activism.

    Recommended
    “I think the book overstory is an example that. Have you heard of that? No, I haven't. I think I might be getting it wrong, but it's called overstory, which is around it's a concept of uh when you have a big tree”
    Where to get it