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Feb 6, 2023

The Cup of Coffee Theory of AI

AI has its use cases, but it can’t solve a perennial mystery—yet

Feb 23, 2024

I Spent a Week With Gemini Pro 1.5—It’s Fantastic

When it comes to context windows, size matters

Jul 13, 2022

Did Medium Succeed?

The past, present, and future of writing on the internet

Nov 8, 2022

In the Next Era of Social, Build Rituals, Not Habits

Why apps that create intentional moments will rise above endless consumption

Mar 22, 2023

Supercharging My Focus (with Help from AI)

GPT-powered journaling is changing my life

May 12, 2022

Crypto’s Failed Promise

The problem with crypto-as-a-nation-state

Feb 5, 2021

Revenue: It’s Simple, Until It Isn’t

Finally, a clear explanation of bookings, billings and revenue

Nov 30, 2023

How I Use ChatGPT (As A Reasonable Person)

My AI awakening

Jul 28, 2023

Twitter’s Future Is a Return to Elon Musk’s Past

The reinvention of X

Aug 24, 2020

Instagram can’t recreate TikTok’s Magic

The content format is a red herring. What really matters is the structure and purpose of TikTok’s network, which is antithetical to Instagram.

Apr 13, 2023

Steve Jobs’ Legacy for Builders

A book that lit a fire in my soul

Jun 10, 2024

How AI Image Models Work

An entirely non-technical explanation of image generators

Oct 26, 2023

Live Fuller, Not Bigger

You must escape the shallow joy of more

May 25, 2023

Dying Whales and Dying Billionaires

A note about power

Feb 2, 2023

AI Looks Like a Bubble

Investors need to take a cold shower

May 8, 2023

Why You Should Give Up On Your Dreams

How dream bankruptcy can help you move forward in life and work

Jul 29, 2022

The Ultramarathon Mindset

Evidence-Based Tactics From the World of Extreme Endurance

Apr 6, 2022

Against Ikigai

And How to Move Toward a Diversified Portfolio of Meaning

Oct 17, 2023

How Hard Should I Push Myself?

What the science of stress tells us about peak performance

Mar 16, 2022

Substack’s Ideology

The point isn’t just to make money—it’s to change the systems that human attention flows through. You can’t understand Substack without understanding this.

Jan 3, 2023

How to Balance Meaning and Money

What the science says about your relationship with what you do

Mar 7, 2024

How to Be More Agentic

It’s never too late to control your own fate

Jun 16, 2023

GPT-4 Can Use Tools Now—That’s a Big Deal

What "function calling" is, how it works, and what it means

Jan 24, 2023

The Great Contemplation

Reflections on the impact of the '4-Hour Workweek' 15 years later

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