Jun 14
267: Snake Oil —
How to market yourself effectively without fraud or falsehoods
Jun 08
266: Making a Real Difference —
Why every effective social impact effort requires a theory of change
May 31
265: What's the Point? —
Why High Achievers Lose Direction (And How to Find It Again)
May 25
264: Signaling Quality —
Being great isn't enough—you have to look great to get a shot.
May 18
263: The Tyranny of Thirty —
My piece in Medium on the artificial deadline that’s ruining a generation
May 11
262: Diminishing Returns on Merit Badges —
On the pursuit of external markers of success
May 02
261: Making Gut Calls —
What no one ever explains about building your gut intuition
Apr 26
260: Fraught Conversations —
3 proven techniques for getting through messy disagreements
Apr 05
259: Off Track at 30 —
A high achieving reader struggles in the messy middle of startup life
Mar 29
258: Manager Initiative [Ask Jason] —
A frustrated CEO asks how they can get their "Head of" to take more responsibility
Nov 09
226: Write It Out —
Using 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 FAQ —
5 Questions & answers about my new book and the future of this newsletter
Jul 05
213: Two tech interviews that are four decades apart —
Steve Jobs in Playboy (1985) & Threads/IG chief Adam Mosseri in Platformer (2024)
Jul 03
212: Writing a book in 30 days —
Never 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 Everyone —
On finding an audience for your work
Jun 18
208: There is no penalty for asking —
On 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