Dui Toledo on Life

105 hours

105 hours: Content feeding tubes

Social media is no longer about being social. It’s about media. It’s a hub for content creators on one end, content consumers on the other, with an algorithm in between.

ai Featured

Boiling People

Sometimes you're in an incident and nobody has told you. So you keep following business-as-usual procedures, flawlessly, while the lab burns.

ai Featured

Interviewing agents

Managing agents is turning into management. The hard problems in my fleet aren't technical — they're organizational.

ai Featured

2028: Remember when we didn’t have agents?

Agents don’t eliminate the cognitive cost of work. You go from doing work you’re accountable for to being accountable for work you didn’t do.

self-discipline Featured

Cognitive Deloading

A cognitive deload is a planned period of reduced mental workload. Here’s why I now schedule one every fifth week — and what happens when I ignore it.

self-discipline

Are you driving a car or riding a train?

Flexibility or low-maintenance speed? On turning parts of your life into trains, driving one car at a time, and scheduling your station stops.

ai

Life with a phone after years without

So AI is kind of a loophole to Internet usage. It seems efficient, but its power means the controls I set around it are never as strong as my abstinence was.

ai

What if agents could talk to each other?

Subagents are the waterfall of engineering with AI. So I gave my agents a direct line to each other — and watched the agile manifesto reemerge on its own.

ai Featured

Where are all the AI customers’ yachts?

The shovel sellers of AI are definitely making bank. But what about us simple mortals trying to use AI to make an extra buck?

ai Featured

AI Evals

Eval scores are garbage for many reasons, but let’s start with a very obvious one: scoring open ended things with accuracy and precision is virtually impossible, and pretending to do so is either naive or malicious (depending on your incentives).

ai

What happens to software given AI?

If you wanted the future to be easy to predict, you shouldn’t have thrown a stochastic alien technology that can potentially replace humans in the mix.

ai Featured

Tokenomics

Leaders measuring productivity in tokens are mostly right. Most token measures used today are garbage. Most people don’t know what they’re talking about when they talk about tokens as a measure of productivity.

ai

Delegating Attention

Things are different now. We have Neal Stephenson’s editors — we just have to put them to use. Editors read things for you, remove the slop, and surface exactly what you’re looking for.

ai Featured

AI brought me back to social media

AI moves so quickly that books are no longer sufficient to convey the culture and information needed for AI expertise

philosophy Featured

AI Alignment

AI alignment is a philosophy problem we never solved, not a technical problem.

self-discipline Featured

Dopamine as energy allocation

Scrolling isn't rest. It's junk volume — just like the exercise that makes you weaker instead of stronger.

ai

AI as a DJ

What LLMs have is something Spotify doesn't: they've been trained on millions of words about music.

ai Featured

Navigating AI in 2026

The future has never been as unevenly distributed as it is today.

self-discipline

How to Lose Weight

Weight loss isn't random. It just feels that way when you're watching the wrong indicators.

self-discipline

How I read books (2012)

Reading shouldn't be called reading - it’s like calling writing, or even programming, 'typing'. The reading part is easy and really unimportant.

self-discipline Featured

Setting 2026 Goals

Small successes are always better than ambitious failures when it comes to personal goal setting.

leadership Featured

On Mentorship

A mentor is someone who’s been through similar (but not identical) challenges their mentee has been through, and who guides them through those challenges through advice and modeling.

philosophy

Virtú and Fortuna

There’s something about amor fati, the loving or embracing of fate, that we can take from Stoic philosophy and apply into our own regular lives.

ai

Artificial General Intelligence

We’re moving from a time when humans were doing the work while using tools to, well, a time when the tools are doing the work.

leadership

Thinking one move ahead

If your goal is to win at chess and you can undo moves on one game but not the other, you should choose the one where you can undo 100% of the time.