Newsletter

221 posts


Nov 09
226: Write It OutUsing letters to work through severe cofounder conflict
Aug 23
215: "You Have to Be a Little Delusional"Sharing my talk and Q&A from Medium Day 2024 on pivoting and the smarter way to revive a struggling startup
Aug 10
214: A Weirdly Brilliant FAQ5 Questions & answers about my new book and the future of this newsletter
Jul 05
213: Two tech interviews that are four decades apartSteve Jobs in Playboy (1985) & Threads/IG chief Adam Mosseri in Platformer (2024)
Jul 03
212: Writing a book in 30 daysNever let a good deadline go to waste
Jun 28
211: "Good writing is the Grammarly fixes you ignore"On good writing and good characters
Jun 26
210: How come some longtime couples get divorced when they’re old?On Frustration in Relationships
Jun 20
209: Your Talents Will Not Be Appreciated By EveryoneOn finding an audience for your work
Jun 18
208: There is no penalty for askingOn going after what you really want
Jun 15
207: "Your body language reflects your mental state"What judo and gymnastics can teach us about mental fortitude
Jun 12
206: Babe wake up I got a text from the founder of Product HuntOn accountability and team culture
Jun 09
205: A smarter way to make friends in a new cityYou gotta shoot your shot
Jun 01
204: A simple way to jumpstart your creative processRemake the things you love
May 29
203: Why are most people so stubborn about certain ideas?On persuasion and weird talents
May 25
202: What Great Investors and Successful Outliers ShareOn Poker and the Love of the Game
May 19
201: One of the most popular tv shows of all-time was nearly cancelledOn Seinfeld and jerks at work
May 12
200: Resilience → OutliersOn the 200th edition, my newsletter is changing it's name, topic, and cadence!
Apr 27
199: Why Books Still MatterMy recap of Interintellect's The Future of Publishing conference
Apr 21
198: Improvising is OPPlanning is overrated. Improvisation is underrated. Here's why.
Apr 13
197: Two PivotsHow my first failed startup laid the groundwork for the successful second act