Rob Henderson is one of my favorite up-and-coming writers. I like him because he's one of those people who doesn't fit into a category. He's a Ph.D. candidate in psychology, but I met him in a book club about technological stagnation. He's spent years in the academy, first at Yale and now at Cambridge, but most of his influence comes from his online writing. Most of all, he's interested in human nature. In particular, psychology, status, and social class. Those interests come from his background...
May 24, 2021•1 hr 12 min
This week, I have two guests. Both are affiliated with Synthesis, a new kind of online school where kids learn through games and simulations. One is Chrisman Frank, the CEO of Synthesis. The other is Ana Lorena Fabrega, who is their Chief Evangelist. Here's the backstory: A few years ago, Elon Musk asked the co-founder to start an experimental school with him at Space X. The goal was to develop students who are enthralled by complexity and solving for the unknown. Synthesis was the most innovati...
May 17, 2021•1 hr 15 min
Ash Fontana is an entrepreneur, investor, and author. As an entrepreneur, he was only of the early employees at an online investing platform called AngelList. From there, he became the Managing Director at Zetta, the first investment fund focused on artificial intelligence. Now, he's the author of the AI-First Company. This conversation is about that book. Ash says that AI-First companies are the only trillion-dollar companies, and soon they will dominate even more industries, more definitively ...
May 07, 2021•1 hr 8 min
My guest today is Li Jin, the founder and managing partner at an early-stage venture capital firm called Atelier. She's known for her extensive writings about the Passion Economy. Her essays explore how people can make a living from their passions and creative skills. All of her writing is filtered through the lens of consumer startups and the technology industry. In this episode, we explore Li's perspective on the future of the creator economy. We talk about what it'll take to build a middle cl...
Feb 16, 2021•1 hr 22 min•Ep. 87
My guest today is Zena Hitz, a tutor at St John’s and the author of an excellent book called Lost in Thought: The Hidden Pleasures of an Intellectual Life. Her book explores the meaning and the value of learning for its own sake, through images and stories of bookworms, philosophers, scientists, and other learners, both fictional and historical. That’s the jumping-off point for this episode. We also talked about the relationship between religion and the Liberal Arts, why studying the Liberal Art...
Feb 01, 2021•1 hr 18 min
I have two guests today: Tiago Forte and Will Mannon. Tiago is my business partner and the creator of an online course called Building a Second Brain. The two of us record a podcast like this every year to reflect on what we’ve learned about the online education industry. And this time, we invited our Director of Student Experience: Will Mannon. Will oversees all aspects of the student experience with the exception of curriculum design. He’s at the frontier of thinking about live online learning...
Jan 25, 2021•1 hr 45 min
My guest today is Gagan Biyani, the current CEO of an education startup (where I’m both an investor and an advisor) that helps teachers run Cohort-Based Courses on the Internet and has students from around the world. Gagan also founded a multi-billion dollar online education platform called Udemy. Afterward, he founded Sprig, a food delivery platform that grew to a nine-digit valuation but eventually failed. So today, he has the distinct pleasure of being both the founder of a unicorn and the fo...
Jan 25, 2021•1 hr 49 min
My guest today is Trevor Bauer, who is arguably the very best pitcher in Major League Baseball. In 2020, he had the lowest Earned Run Average of any pitcher and won the National League Cy Young Award, which goes to the top pitcher in the game. I wanted to interview Trevor not only because he's an excellent pitcher, but because he takes a radical approach to the game. He's a physicist and a scientist. A scholar and an entrepreneur. And you don't find that combination very often. Furthermore, he m...
Dec 21, 2020•1 hr 14 min
My guest today is Nik Sharma, the founder of Sharma Brands and an advisor to companies like Judy and Cha Cha Matcha. Nik is one of my very best friends and my go-to person for all things commerce. Since we first met, we've spent hours exploring the future of marketing and commerce together and recorded this podcast to give you a window into what our conversations are like. We started with Nik's philosophy of launching Direct-to-Consumer brands. I particularly liked Nik's idea of "The Brag Bar" o...
Nov 16, 2020•2 hr 1 min
My guest today is Kevin Kelly, who co-founded Wired Magazine in 1993 and served as its Executive Editor for the first seven years. As one of the most important futurists of our generation, he's published a number of books including The Inevitable, What Technology Wants, and New Rules for the New Economy which is my favorite one. Coolest of all, he's also a founding member of the board of the Long Now Foundation, a non-profit devoted to encouraging long-term thinking. We discussed the Long Now Fo...
Nov 09, 2020•1 hr 34 min
Will Ahmed is the Founder and CEO of WHOOP, which has developed next-generation wearable technology for optimizing human performance and health. I found him through an excellent interview he hosted with Rory McIlroy, a winner of four major championships who was once the #1 golfer in the world. Then, once we started talking, he told me about the group chats he shares with other top golfers like Justin Thomas. The man is obsessed with health technology like nobody I’ve ever come across, so convers...
Nov 02, 2020•1 hr 5 min
My guest today is Seth Godin, the author of nineteen international bestsellers that have been translated into more than 35 languages. My all-time favorite is Purple Cow, which I discovered in college and became my nickname. This is my second interview with Seth, who has published an article every day now for more than a decade. If you want to be a prolific creator, Seth is one of the best teachers you can possibly find. This interview is all about his writing practice. Seth calls himself a “prof...
Oct 26, 2020•47 min
My guest today is Dave Nemetz, the Founder of Bleacher Report, which was one of my favorite media companies as a kid. During his time there, Dave oversaw video, business development, and business operations. He helped grow the audience to more than 40 million monthly unique visitors before selling the company to Turner Broadcasting in 2012. Today, he is the Founder of Inverse and the Executive Vice President of Bustle Digital Group where he leads growth and business strategy for Inverse, Input, ...
Oct 19, 2020•1 hr 16 min
Newsweek Magazine once called Rabbi Wolpe the most influential rabbi in America. He is the Senior Rabbi at Sinai Temple in Los Angeles and he's the author of eight books including one about King David and another gem called Why Be Jewish? I don't remember the last time I enjoyed preparing for an interview so much. I'm named after King David, but until this interview, I hadn't explored the history of my name in more than a decade. This interview touches on various parts of Judaism including how r...
Oct 12, 2020•1 hr 10 min
My guest today is Joseph Henrich, a professor at Harvard and an expert on the evolution of human cooperation and culture. I am a big fan of his book, "The Secret of Our Success" and he just published a new one called the Weirdest People in the World about people who fall under the acronym WEIRD: Western, Educated, Industrialized, Rich, and Democratic. Through his research, he explains culture's role in evolution. He shows how evolutionary theory can help us learn, innovate, and share knowledge. ...
Oct 05, 2020•1 hr 58 min
My guest today is Grant Sanderson, the man behind one of the world's largest math-focused YouTube channels: 3blue1brown. He has more than 3 million subscribers and his videos have been watched more than 150 million times. Before making videos he studied math and computer science at Stanford before working at Kahn academy. On YouTube, he brings a visuals-first approach to math. Every video starts with a narrative or storyline. Then it revolves around imagery that illuminates the beauty of mathema...
Sep 28, 2020•1 hr 21 min
My guest today is Eric Jorgenson, a Product Strategist at Zaarly and the author of the Almanack of Naval Ravikant: a guide to wealth and happiness. The book collects and curates Naval's wisdom from Twitter, podcasts, and essays over the past decade. Naval is the founder of Angel List, an angel investor who has invested in companies like Twitter and Uber, and the man behind one of the most popular Twitter accounts in the world. He's known for his thoughts on startups, investing, crypto, wealth, a...
Sep 14, 2020•55 min
Morgan Housel is a partner at The Collaborative Fund and a former columnist at The Motley Fool and The Wall Street Journal. He's the author of The Psychology of Money, where he shares 19 stories about the strange ways people think about money and teaches you how to manage it. I revere Morgan's writing, and this episode was my chance to finally ask him about how he writes so well. We talk about why listening to loud music helps Morgan think, lessons from his favorite non-fiction writer, and why y...
Sep 07, 2020•59 min
My guest today is Claire Lehmann, the founder and editor-in-chief of Quillette, a for-profit online magazine that publishes essays on topics like politics, science, and academia. We started our conversation talking about Quilette's business model and the niche it occupies on the Internet. Then, we moved on to societal topics like the longevity of bureaucracies, the pros and cons of standardized tests, and what Claire would change about childhood education. ____________________________ Show Notes...
Aug 31, 2020•1 hr 8 min
My guest today is Balaji Srinivasan, an angel investor and entrepreneur. When it comes to the future, he's the single most creative person I know because he's so technical, innovative, and polymathic. Talking to him is an experience unlike talking to anybody else, which I tried to replicate in this conversation. A little bit about Balaji. He's worked as the Chief Technology Officer at Coinbase and a General Partner at Andreessen Horowitz. In the world of academia, he holds a BS/MS/PhD in Electri...
Aug 24, 2020•1 hr 48 min
My guest today is Nadia Eghbal, an independent researcher and the author of Working in Public: The Making and Maintenance of Open Source Software. She currently works on the writer experience team at Substack. She did a lot of her research at Protocol Labs where she studied the production and economics of open source. Before that, she worked on the open source team at GitHub. One of the core theses of her work is that open-source software projects don't have zero marginal cost. Maintenance can b...
Aug 17, 2020•1 hr 7 min
My guest today is Matthew Kobach, the Director of Content Marketing at Fast and the former Manager of Digital and Social Media at the New York Stock Exchange. Matthew and I met on Twitter, where he shares actionable strategies for building brands on Twitter, Instagram, and Facebook, and YouTube. He does it with a level of humor and honesty I’ve never seen in the social media industry. This episode is a deep dive into Matt’s philosophy of social media. We started by talking about his all-time fav...
Aug 10, 2020•1 hr 10 min
David Brittain is the CEO of Concepts, my favorite iPad app. It's marketed as a "flexible sketching" app and geared towards people in the early stages of the thinking process. I use it to visualize my ideas, many of which I share on Twitter and in long-form essays. People use the app for mind-maps, mood boards, sketch plans, designs, and illustrations. I particularly enjoy the screenshots of architects using the app to design buildings. On this episode, David and I talked about the business, mar...
Aug 03, 2020•1 hr 4 min
Tyler Cowen is an economics professor at George Mason University. He runs the Mercatus Center, which bridges the gap between academic ideas and real-world problems. He’s published a new post every day for the past 17 years on his blog called Marginal Revolution, where he writes about economics, arts, culture, food, and globalization. Beyond that, he also writes for Bloomberg and hosts his own podcast called Conversations with Tyler. Tyler ends every episode of his podcast asking about other peop...
Jul 20, 2020•1 hr 27 min
My guest today is marketer and software engineer Patrick McKenzie, who writes mostly about software-as-a-service businesses. He currently works for Stripe as a writer and an overall software business expert. I remember when I signed up for Stripe's Atlas program to incorporate my LLC, almost all of the documentation that wasn't legal documentation was written by Patrick. Patrick has also started multiple software businesses such as a bingo card creator for teachers, an automated appointment syst...
Jul 06, 2020•1 hr 19 min
My guest today is Will Mannon, the student manager for my online writing school called Write of Passage. Will oversees all aspects of the student experience with the exception of curriculum design. He’s at the frontier of thinking about live online learning, from how assignments should be delivered to how live sessions should be structured. This conversation is a deep-dive into our work together. We start by talking about the difference between Type 1 and Type 2 online courses. Then, we move tow...
Jun 26, 2020•1 hr 31 min
My guest today is Sara Dietschy, a YouTuber with more than 620,000 YouTube subscribers. This is the fourth interview I’ve recorded with her. It’s her second appearance on the North Star Podcast, and I’ve been interviewed twice on her podcast called That Creative Life. Sara makes a couple of videos every week focused on creativity, technology, and entrepreneurship. Most of her revenue comes from paid partnerships, and she’s teamed up with brands like Intel, AT&T, Visa, Squarespace, and BestBuy, a...
Jun 15, 2020•1 hr 30 min
I have two guests this week: Austin Rief and Alex Lieberman, the founders of Morning Brew. Their business-focused daily email newsletter now has more than 2 million readers. These two gentlemen started the company in college while studying at the University of Michigan. It began as a simple idea — to make business news more interesting for young people. While helping his college classmates prepare for job interviews, Alex noticed they failed to connect with traditional business news. They wanted...
Jun 08, 2020•1 hr 21 min
My guest today is Tiago Forte. He runs an online course called Building a Second Brain, which I took in August of 2017. I went from being overwhelmed by information to being in control of it. My writer’s block disappeared and my productivity skyrocketed. Tiago changed the way I thought about work and my relationship with information. Fast forward to today, and Tiago and I are business partners. He helped me create my online writing course, Write of Passage and together, we’re building the infras...
Jun 01, 2020•2 hr 4 min
My guest today is Michael Mayer, the co-founder and CEO of Bottomless. This episode explores business from a variety of angles. Michael talks about how he thinks about marketing at bottomless, and the accumulating advantages that drive the company. He also talks about what he learned at YCombinator, why startups that move fast have such an advantage, and how to think about execution in a fast-growing company. Five years ago, Michael was a dish washer. Then he worked at Nike before receiving fund...
May 27, 2020•54 min
