What's the Most Painful Setback That You've Had in the Past Few Years?

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I'm sometimes attracted to the new over the timeless and Something I admire about you a lot is just your ability to focus on really thoughtful Timeless ideas that are that stand the test of time for me. It's like oh, I don't need the things that people seem to value in the society What's the most painful setback that you've had in the past few years? You have this line I like I Don't interview people about what they do. And so I guess what that situation was was just me not knowing myself that well and how should I right? "You know I eventually started doing the podcast again my own podcast and I was like oh wow Like this is what I've

David Perell is a writer and the creator of Write of Passage - an online writing school focused on building the next generation of internet citizens. In March 2020, I stumbled across David’s account and was blown away by his tweets. They were thoughtful and insightful. So when he suggested interviewing me at his brand new studio, I was honored.

In this conversation we spoke about some of my podcasting secrets, how I do my research, why I admire people like Joe Rogan, Tim Ferriss, Chris Williamson, and Taylor Rooks, the biggest area I believe I need to improve as a podcaster, and what I’m usually doing on Sunday at noon. Some of what we talked about I’ve never shared publicly, and it’s only because of David’s ability as an interviewer to get it out of me.

(0:00) Intro

(2:24) My Research Process

(5:03) Gary Vaynerchuk Calls My Mom

(7:05) Coming Back To Writing

(9:01) Moving To Austin

(11:30) Long Island

(13:03) Ambition

(14:01) What Makes For A Great Podcaster?

(17:30) Who Do I Admire?

(20:02) Aesthetics

(21:22) How Am I Misunderstood?

(22:11) Grandparents