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Westenberg.
• JA Westenberg

"Collaboration" is bullshit.

"Collaboration" is bullshit.

This newsletter is free to read, and it’ll stay that way. But if you want more - extra posts each month, access to the community, and a direct line to ask me things - paid subscriptions are $2.50/month. A lot of people have told me it&

Westenberg.
• JA Westenberg

Members Only: How do we define our own flourishing?

Members Only: How do we define our own flourishing?

Nikolai Kardashev believed we could classify civilisations by the eneregy they harness. The Soviet Astrophysicist proposed three “Types” of civilisation - Type I controls the energy budget of its homeward, Type II controls a star, and Type III controls a Galaxy. By Kardashev’s measure, the human

Westenberg.
• JA Westenberg

Marc Andreessen is wrong about introspection

Marc Andreessen is wrong about introspection

This newsletter is free to read, and it’ll stay that way. But if you want more - extra posts each month, access to the community, and a direct line to ask me things - paid subscriptions are $2.50/month. A lot of people have told me it&

Westenberg.
• JA Westenberg

Podcasting Could Use a Good Asteroid

Podcasting Could Use a Good Asteroid

I'm told there are now over 4.5 million podcasts in existence.

The industry is worth 40 billion dollars, 158 million Americans tune in monthly, and the medium has finally achieved the kind of cultural ubiquity previously reserved for terrestrial radio or the evening news.

But if you

Westenberg.
• JA Westenberg

My Year in Review

My year in review:

Some things worked. Some things didn't. The kid grew taller. The work got harder. I wrote the words anyway. Drank the coffee. Paid the rent. Lost a few people. Found myself still here.

That's the year. That's every year. That&

Westenberg.
• JA Westenberg

Comfort Food for the Thinking Class: The Great Intellectual Stagnation

Comfort Food for the Thinking Class: The Great Intellectual Stagnation

Wander into any bookstore (I dare you.) 

The non-fiction table will be all but dominated by the usual suspects: Malcolm Gladwell's latest exploration of how some counterintuitive thing is actually the opposite of what you'd expect, a David Brooks meditation on character and virtue, something

Westenberg.
• JA Westenberg

Everything is Dead and We Killed It.

Everything is Dead and We Killed It.

SaaS is dead. Punk is dead again, for approximately the four hundredth time since Sid Vicious actually died in 1979. Rock is dead. The novel is dead. Cinema is dead. Blogging is dead. Privacy is dead. Expertise is dead. Irony is dead. 

We have collectively decided that the most

Westenberg.
• JA Westenberg

Uh Oh! The Infantilization of Failure

When apps fail, when software breaks, you'll likely encounter a message constructed from a specific vocabulary: "Oops!" "Uh oh!" "Whoops!"

Sometimes you'll get the full nursery treatment: an "Oopsie-daisy" with a sad cartoon robot making a pouty face.

Westenberg.
• JA Westenberg

Thin Desires Are Eating Your Life

Thin Desires Are Eating Your Life

The defining experience of our age seems to be hunger. 

We're hungry for more, but we have more than we need. 

We're hungry for less, while more accumulates and multiplies.

We're hungry and we don't have words to articulate why.

Westenberg.
• JA Westenberg

Growth is a Poor Man's God

We've built an entire civilization around a single metric: growth. 

GDP must grow. Startups must grow. Your follower count, your revenue, your personal brand, your meditation practice. The theology is unified and cross-functional: more is better, stasis is death, and if you're not expanding you&

Westenberg.
• JA Westenberg

Is It a Metric or an Obsession?

I’ve been thinking about why some people can track their progress on goals without going insane, while others turn into the guy who weighs himself four times a day and has a panic attack when his Fitbit dies…

You’d think there’d be some

Westenberg.
• JA Westenberg

I Have Declared Feed Bankruptcy.

I Have Declared Feed Bankruptcy.

Westenberg.
• JA Westenberg

On Brainrot

On Brainrot

The conservative commentator Erick-Woods Erickson observed on his Substack this week that Twitter has now convinced large swaths of the American right that Europe has been completely overrun by Muslims, that the United Kingdom is on the verge of becoming an Islamic nation, and that Sweden has fallen.

But reality

Westenberg.
• JA Westenberg

Don't Become a Connoisseur.

Don't Become a Connoisseur.

One of the great pleasures of my life is a bacon double cheeseburger. The simpler the better. Meat, cheese, a good pickle, a lug of ketchup and some sizzling bacon. There's nothing particularly refined about it. And there's not much I'd choose to eat

Westenberg.
• JA Westenberg

The Harvest Will Come

The Harvest Will Come

I spent most of my twenties believing that purpose was something you found once and then held onto.

A winning lottery ticket you kept in your wallet forever.

The self-help industry reinforced this: find your passion. Discover your why. Land on the thing that makes you leap out of bed

Westenberg.
• JA Westenberg

2025 Productivity Update

2025 Productivity Update

Westenberg Pro

Westenberg.
• JA Westenberg

Every Decision Has Three Costs: Time, Focus, and Optionality

Every Decision Has Three Costs: Time, Focus, and Optionality

Why Decisions Are More Expensive Than You Think

Westenberg.
• JA Westenberg

Your 80 Year Old Self Would Give Anything to Have the Day You're Having.

Your 80 Year Old Self Would Give Anything to Have the Day You're Having.

Before the Baseline Breaks

Westenberg.
• JA Westenberg

Life Isn't Chess. It's Poker.

Life Isn't Chess. It's Poker.

The Power of Thinking in Bets

Westenberg.
• JA Westenberg

Personal Business

Via Charles Broskoski

Westenberg.
• JA Westenberg

PSA: Forums are Cool Again

(And I just launched one)

Westenberg.
• JA Westenberg

We're All Unreliable Narrators

We're All Unreliable Narrators

Westenberg Pro

Westenberg.
• JA Westenberg

You Are Not Late

Kevin Kelly: You Are Not Late

The last 30 years has created a marvelous starting point, a solid platform to build truly great things. However the coolest stuff has not been invented yet — although this new greatness will not be more of the same-same that exists today. It will

Westenberg.
• JA Westenberg

How to Stay Sane in a World That Rewards Insanity

How to Stay Sane in a World That Rewards Insanity

Is There Still a Return on Being Reasonable?

Westenberg.
• JA Westenberg

Letters to Your Younger Self Are a Scam

Letters to Your Younger Self Are a Scam

The Futility of Trying to Tell Your Younger Self Anything Useful

Westenberg.
• JA Westenberg

Interview: Ken Case (OmniFocus)

Interview: Ken Case (OmniFocus)

This Guy Shipped Apps Before You Knew What an App Was

Westenberg.
• JA Westenberg

Members-Only Q&A: October

Members-Only Q&A: October

Ask Me (Almost) Anything

Westenberg.
• JA Westenberg

Be a Magpie. You'll Get More Done.

Be a Magpie. You'll Get More Done.

The Magpie Method = No Method + Every Method

Westenberg.
• JA Westenberg

Why You Should Write Every Day (Even if You’re Not a Writer)

Why You Should Write Every Day (Even if You’re Not a Writer)

Writing Is Thinking With the Training Wheels Off

Westenberg.
• Joan Westenberg

The Cult of Hard Mode: Why Simplicity Offends Tech Elites

There is a moment in nearly every founder's journey when they abandon the elegant for the elaborate. It’s not when they scale past 10 employees or when they land their Series A. It usually happens much earlier, and it starts with a tool.

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