All Episodes
Displaying 1 - 24 of 24 in total
Why Freedom Is Terrifying (And How To Hack It)
Overcoming Fear to Achieve FreedomIn this episode, I talk about the paradox of wanting freedom while secretly being afraid of it. I get into Eric Fromm’s distinction b...
I Was Wrong About Being Wrong (And You Probably Are Too)
What if the most rational thing you can do is admit you're probably wrong about most things? And what if the second most rational thing is to keep acting anyway?One of...
Cringe Tolerance Is a Superpower
What's the real difference between people who create things and those who just talk about creating? It's not talent, intelligence, or even opportunity. It's something ...
Why Smart People Deliberately Kill Their Status
The Art of Strategic Disappearance"Status Death": the deliberate decision to walk away from recognition, followers, and prestige to start fresh. From Roman Emperor Dio...
I'm Obsessed with Infinite Leverage
Intellectual property is more than content - it's infrastructure. It's the lever Archimedes dreamed of, capable of moving anything without requiring a planet-sized ful...
The Anatomy of a Good Day
What Really Makes a Good Day? | Philosophy, Psychology & the Quiet Art of LivingMost people don’t know a good day until it’s over. No disasters, no dread, just a faint...
How to Become a Time Billionaire
Becoming a Time Billionaire: Taking Back Control of Your HoursThere are no markets for time - no ETFs, no futures, no indexes. And yet, every institution in modern lif...
The Unbearable Lightness of Cringe
There’s a specific kind of fear that haunts internet natives.The fear of cringe.You’ve felt it. Hovering over the tweet button. Deleting a draft blog. Scrapping a podc...
Good Faith is Dead...
Good faith is dead.There was a time when you could post online and expect to be misunderstood - but at least misunderstood honestly. Someone might disagree. They might...
Why The Smartest People I Know Set Constraints, Not Goals
Why Goal Setting Is Overrated: Embrace Constraints InsteadThe 1953 Yale goal-writing myth has long misled professionals, suggesting clarity of ambition leads to succes...
How to Become a Creator-Monk
We are obsessed with virality, funnels, and growth hacks. So what happens when a creator chooses not to scale?This video explores the “creator-monk” - a path inspired ...
The Attention Diet: How to Reclaim Your Mind from Endless Noise
In this episode, I talk about the overwhelming flood of modern information and how it’s affecting my ability to think clearly. I explore why removing friction from inf...
Complexity is a Trap
In this episode, I explore a fundamental truth that plays out across every field: simplicity is mastery.We watch the ambitious MBA graduate design an elaborate busines...
On First Steps and False Barriers
I break down the psychology and mathematics behind why we label things "impossible" and how to overcome these false barriers. Through examples from aviation history to...
The Dark Pattern of Digital Freedom: How Screens Bypass Our Social Wisdom
I explore an unsettling discovery at McDonald's - men order dramatically more food when facing a screen instead of a person. This kicks off a deeper examination of how...
You Can't "Win" in Tech Without Cheating
The Dark Side of Tech Giants: Winning by Breaking RulesIn this episode, I get into the controversial strategies employed by tech giants like PayPal, Uber, Airbnb, Face...
What the Left and Right Get Wrong About Free Speech
Free Speech: Finding Balance Beyond ExtremesIn this episode, I get into the complexities of regulating speech in society through a thought experiment. Could you choose...
The Doomscroll Industrial Complex: How Anxiety Powers the Attention Economy
In this episode, I break down the Doomscroll Industrial Complex—a system where bad news fuels the attention economy and anxiety becomes a product. I explore how doom i...
All Social Media Sucks
In this episode, I get into the harsh truth about social media platforms and their true nature. No matter where you log in, whether it’s Instagram, BlueSky, Xthreads, ...
The Rise of Digital Oligarchies
How Tech Giants Control Our LivesIn this episode of the Westenberg Podcast, I explore the concept of digital oligarchies in 2024, where a few tech companies dominate c...
Could You Invest for 100 Years?
The Power of Long-Term ThinkingIn this episode, I explore the concept of long-term thinking and its profound impact on civilization. I challenge viewers with hypotheti...
You Were Not Born to Censor Yourself for Other People’s Comfort
Stop Self-CensorshipIn this episode, I explore the importance of being true to yourself and rejecting the pressure to self-censor just to fit in. You'll learn why it's...
Pepsi, the Cold War, and the Soviet Submarine Deal
Pepsi's Misadventures in the USSR: How Not to Navigate Authoritarian MarketsIn this episode, I explore how a savvy Pepsi executive in the late 1950s leveraged Cold War...
More Data Doesn't Equal More Truth
The Illusion of More Data: Why More Isn't Always BetterIn this episode, I explore the paradox of data collection and truth. Despite our growing ability to track and an...