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Episode 31 of 68

031: Mario Gabriele - From Lifelong Obsession to Thriving Business

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Mario Gabriele is the founder of The Generalist. His mission? To bring the most interesting tech writing to your inbox, every week. And he’s not doing it alone, either: Mario works with a team of contributors to deliver new ideas from some of the most original minds in venture capital and tech.In this episode, Mario talks about how and why he left a career in venture investing to build The Generalist, and his lifelong obsessions with writing and technology. The Generalist is not only a really successful newsletter, it’s a thriving business, too! Tune in to hear how Mario did it.You’ll learn about approaching and collaborating with the people you only dream of working with. Mario talks about how he went from merely admiring certain writers’ work to joining their “club” in 18 months!Mario also shares the most reliable way to advance your career, and the safest ways to accelerate it. There’s a lot of good stuff in this conversation!Links & Resources
Stratechery by Ben Thompson – On the business, strategy, and impact of technology.
Exponential View by Azeem Azhar
The Nathan Barry Show 028: Packy McCormick – How Much Are 30,000 Subscribers Worth?
Acquired Podcast
Atonement by Ian McEwan
Norwegian Wood by Haruki Murakami
All-In with Chamath, Jason, Sacks & Friedberg
Webflow: The no code platform for web design and development
Pico - Signup and payment tools for the internet’s most passionate communities
alexdanco.com – subscribe weekly at danco.substack.com
Mario Gabriele’s Links
Personal site: The Generalist

Twitter: @mariodgabriele

Episode TranscriptMario: [00:00:00] I just really love writing very, very much. And so, as soon as I got the width that like, maybe I could make this a real thing, then suddenly like a flip switched in me where I was like, all right, I have to go as hard as possible and feel like the value was accruing directly to me. As soon as I was like fully on my own thing, I suddenly felt like, Oh man, I’m unchanged to go after this. Nathan: [00:00:30] In this episode, I talked to Mario Gabriele. Now Mario runs an email newsletter called The Generalist, which is focused on tech venture capital and investing. He comes from the venture capital world himself, and then he really brings forward all of that into the newsletter. A couple of things really impressed me about Mario. One, he really collaborates, well, he’s got something called the S–1 Club, which is where they do tear downs of filings that companies make before they go public. And he really brings in other creators and they write them together. He also has something called RFS, which is Request for Startups and he brings in other venture capitalists and operators and everyone else to share startup ideas.So he’s got this interesting mix of his own Content, Community Content, and he’s built it not only into a really successful newsletter, but also a thriving business. So it’s a lot of good stuff. Let’s dive in.Mario. Thanks for coming on the show.Mario: [00:01:25] Thanks for having me, Nathan.Nathan: [00:01:26] Okay, so you have this line. I think you said it on Twitter and a few other places that I just want to start with. You said, it sounds ridiculous to announce your dream is to build a great newsletter and then you go into like, you know, but that’s what I’m doing, you know, my love of technology and writing and everything else. So maybe just start with why, like, why did you want to start a newsletter?Mario: [00:01:52] Yeah. I mean, honestly it wasn’t, something that was necessarily in the back of my mind for a long time, it really sort of happened organically. and I think work is often like this where for a long time, you’re not really sure exactly what you’re doing. And then. When you sort of find something that actually feels incredibly right, you can sort of trace back all the little things along the way that brought you there.And so for me, that was really two main, explorations. One was that, you know, from a ve