The Art of the Zag


How does a fiction writer build one of the most influential tech publications on the planet – by publishing 15,000-word essays for an audience that everyone says has no time to read?

Mario Gabriele, founder of The Generalist (163K+ subscribers, $22/month), broke every conventional rule of media and won. In this episode, Joe and Shane sit down with Mario to steal the secrets behind his unlikely media empire – from his origin story as a VC associate writing fiction before work every morning, to his counterintuitive bet on depth over speed, to why he thinks it’s extremely good to quit things.

Guest links: 
The Generalist: https://www.generalist.com/ 
Mario on X: https://twitter.com/mariogabriele 
Mario on LinkedIn: https://www.linkedin.com/in/mariogabriele/

(00:00) How long should a newsletter be? 
(03:47) Mario Gabriele joins the show 
(13:36) The origin story: “the right amount of delusional” 
(20:04) The under-competed part of the attention stack 
(28:07) Joe’s $70K bet on The Generalist 
(38:30) Illogical bets on depth: what’s actually worked 
(43:31) Can AI replace long-form writers? 
(49:22) “It’s extremely good to quit things”


What is The Art of the Zag?

Best-selling authors and long-time buddies Shane Snow and Joe Lazer explore how to win by zagging when everyone else is zigging—in business and in life. Learn breakthrough strategies for building trust, telling better stories, and winning the AI Age from the world's most innovative founders, authors, and icons. Have an idea for a guest? Email guest@joelazer.com.

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