Betterment

Extraordinary organizations have this as their employee handbook. Resilient ones. Human ones that can thrive in the face of automation and AI. Organizations that are built on customer service, hosp…

In February 1940, five months into World War II, just before he became Prime Minister, Winston Churchill was First Lord of the Admiralty.  Germany had

They seem like they’ll spread to everyone and stick around forever. This almost never happens. In order to spread to everyone, they need to move beyond the people who are looking for a new id…

Stephanie Vee: Delete Spotify? Sure, But Don't Just Replace it With Another Subscription streaming music sucks for almost everyone involved. I believe we only do it because we’ve allowed ourselves to be convinced that renting music indefinitely is cheaper than purchasing it outright – especially since streaming companies grant us

“Let us agree,” said the North Wind to the Sun, in one of Aesop’s fables, “that whoever can strip that traveler of his cloak is more powerful.” The Sun

Some pits are infinitely deep. Problems that, once addressed, always get worse. N +1. For some folks, the acquisition of money or power are like this. A little leads to a desire for more. Other pro…

“The most important things are the hardest things to say. They are the things you get ashamed of, because words diminish them — words shrink things that seemed limitless when they were …

We don’t use the same language or ideas with an in-law that we do with our bar buddies. When the internet was young, people often chose to filter themselves online. We didn’t know who w…

Fear is actually a pretty good signal that you are pushing into the unknown, that real growth doesn’t happen without a bit of that associated discomfort, and that it’s worth becoming aware when it happens. Aware enough to consider actually leaning into it.

Personalization is coming to journalism. The question is: who controls it?

I’m fascinated by self-assessment: how we view ourselves versus how we actually are. As an example, when I ran the first session of my Foundations course, we started with fitness. I was impressed by how many people claimed to already have a solid exercise habit. Now, that could be due to sampling bias given the […]

That last blog post wasn't ready and shouldn't have been published. It slipped out because I was lazy.

When action grows unprofitable, gather information; when information grows unprofitable, sleep.

What do you do regularly? Where do you show up, what do you publish? Who do you ask, and what do you answer to? What gets better because you persist? Are there systems you support or work to change…

“Feels So Good” and “Chuck E’s in Love” were megahits. They transformed the careers of their creators. But any fan of Mangione or Jones will tell you that it’s f…

Posted on Thursday 11 Dec 2025. 1,130 words, 7 links. By Matt Webb.

I had to use my backups, and it was scary, and I was unprepared. Here's what I'm changing.

Frozen pizza changed the game for many pizzerias. If you couldn’t offer something better than what I had in my freezer, what do I need you for? If the wedding photographer can’t deliver…

Nine strategies I use to read a book per week. No speed-reading required.

I quit podcasts for a month and discovered a new reality.

Interruptions, recovery time, and task size: three numbers that determine if you'll get real work done. Interactive visualizations show the math behind bad days.

The science of how AI chatbots captivate, entertain, and influence us

You have that slide rule in the back of the closet. Maybe it was from your college days. Maybe it was your Dad’s. Honestly. Do you know how to use it? Really? All the scales? That’s wha…

In 1973, experimental filmmaker Hollis Frampton wrote a letter to MoMA that captures a paradox that still defines creative work today.  The Museum of Modern Art had offered the filmmaker a retrospective of his work. However he was also told there would be "no money included at all" and it

The Surprising Benefits of Giving Up: Ditching or adjusting goals in the face of adversity might often be the best thing for us.

If you want a masterclass in making the leap from content creator to business builder, look no further than Davon Moseley — aka Royale Eats.

Learn to recognize what matters most in your life. Avoid distractions and focus on what truly makes life meaningful.

Discuss on Hacker News, Twitter or Reddit. Also, consider hiring me! You might also enjoy AI will write your next compiler! I’m 51, and I started coding 37 years ago — writing BASIC on my lap during a 1.5-hour bus ride from Havana (where I went to school) back

You will always need to proofread and edit, re-write, re-read, re-edit, and proofread again. Then, read closely. Again. Writing is the evil twin of thinking. Reading is the doppelgänger of learning. Even with—ESPECIALLY with—newfangled technologies, by the time you are done, it's the same pro