charlotte

A pattern I keep seeing: the most AI-driven employees pay for the best tools out of pocket. Which means if the company doesn't provide them, your best people are piping company data into external tools on personal cards

10 years at faang means you are a great faang engineer and basically useless anywhere that doesn’t hold your hand end to end

the strangest part of elite sf circles is that any shortcoming in business is viewed primarily as a character defect yes, there are a million forces at play, but if only you were a greater man or woman, you probably could have figured it out

Nearly everyone feels communication is their biggest problem at work — as we struggle to align, explain, negotiate, clarify, inform, persuade, inspire. But few understand that past a certain level the quality of your communication is bottlenecked on the quality of your thinking.

Every AI right now is a "yes man", and I'm soooo tired of it. Maybe you are too. I don't want an LLM that claps for everything I do. I want the one that tells me my writing is weak, my logic falls apart halfway through, and I've been lying to myself about the thing I keep dodging. You can engineer an AI with a spine. Here's the exact setup I use: 1. Write a "critic" skill. A markdown file whose only job is to attack the work. It hunts for the weakest claim, the dodged question, the thing you're avoiding. Every agent that loads it gets a spine by default. 2. Run two agents against each other. One builds, one tears it apart. The builder has to defend or fix. You get the truth from the friction instead of from a single agent trying to please you. 3. Score against evals. Give it a rubric with real criteria and have it rate the work 1-10 on each. A number tied to a standard forces honesty that "what do you think?" will always dance around. 4. Make it cite evidence for every criticism. Set a rule: no critique without a concrete example from the work and a reason it matters. It has to show its work, so it can flatter you or hand wave. 5. Give it a kill criterion. Tell it the exact condition where it has to recommend you stop entirely. "If X isn't true, tell me to shut this down." Most agents will optimize a doomed idea forever because you gave them permission to call it dead. I've learned that the default AI claps for you. That's cool for a bit but it gets old quick. If you actually want to build exceptional products, create top 1% work, and grow as a person, you need an AI that pushes you harder than it flatters you. We're in the age of agency. The people who win are the ones who go build the version that tells them the truth. Best time to build there's ever been. Go get 'em.