Blog
How-to, comparisons, Q&A, pillar essays, and case studies. The longer reads on what's actually working in AI for CEOs.
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The CEO's case for making AI argue with itself before it answers you
A single AI answer is one unchecked opinion. A dynamic workflow in Claude Code runs many AI workers that draft from different angles and review each other, so the answer reaching a CEO already survived an argument. You describe the job in plain English; Claude writes and runs the script. No coding required.
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Treat AI like your sharpest new hire, not a search engine
A CEO I know has had a paid Claude account for eight months. He uses it almost daily. His most common prompt is some version of "what do I need to know about X?" He gets back something decent, skims…
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Will this replace my team? How to think and talk about it
There is a version of this question that I asked publicly and a version I asked in the dark at 11pm, sitting with my laptop, while the office was empty and no one could hear me work through it…
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The things non-technical CEOs get wrong about AI
Every CEO I talk to says roughly the same thing: "We're thinking seriously about AI." Most of them have been thinking seriously about it for a year and a half. In that same period, a smaller group…
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10 ways a CEO can put AI to work this week
Most "AI for CEOs" advice tells you to write a strategy. This is the opposite. No committee, no roadmap, no platform. Just a menu of ten high-leverage uses, ordered from the ones that cost you…
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From chat tabs to a real system: the CEO's 90-day AI roadmap
Most CEOs are stuck at the same place with AI: a dozen chat tabs, a vague sense it should be doing more, and no plan to get there. The instinct is to either do nothing or to over-reach (an AI…
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The five AI workflows every CEO should install first
Here is the gap between a CEO who uses AI and one who gets leverage from it. The first opens a chat tab, asks a question, gets an answer, closes the tab. The second has installed a set of workflows…
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How to get your team to actually use AI
You did the hard part already. You ran the all-hands, you named the layoff fear out loud, you signed the order for the licenses. If you haven't had that conversation yet, go run it first: how to…
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Forget who's winning the harness wars. Pick one and start.
This week my X feed filled up with two words: "HERMES WON." Nous Research had been building out a stronger memory system for its Hermes agent, operators started posting their Hermes setups for…
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Hand your agent a half-day of work and walk away
Peter Steinberger, who built the OpenCLAW harness, said something on X that stuck with me: "Yielding agents is a skill." He reports that once he set his agents up to run with less hovering, his…
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How I replaced a $10K/month agency with an AI stack
A full-service content agency at the $5K to $15K-a-month tier delivers a recognizable package. Call it four to eight long-form articles, a dozen or two social posts, a few emails, a landing page,…
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Build the second brain before you build the agent
Andrej Karpathy posted something on X that named a shift I've been feeling. A growing share of his time with AI is no longer spent writing code. It is spent building personal knowledge bases,…
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As a CEO, where should we start with AI, and what are the highest-value use cases?
You already pay for ChatGPT or Claude. You have used it a handful of times, it was fine, and some quiet part of you suspects you are missing something the people who keep talking about this are not.…
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Which AI releases actually matter, and which can I ignore?
Most of what crosses your feed is safe to skip. Point-version bumps, a benchmark someone leapfrogged on launch day, the breathless thread about the next model being the smartest yet: none of it…
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Why most AI agents fall apart in real work (and how to fix it)
You watched it in the demo. The AI agent read the file, ran the task, came back with something sharp. You handed it a real multi-day job and it lost the plot somewhere around step nine. Forgot a…
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Why AI sounds confident when it's wrong (and how to catch it)
You asked the model a question and it gave you a clean answer. Names, a date, a citation, no hedging. It read like it knew. Half the time it does. The other half it's guessing, and it sounds exactly…
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The autonomous, self-improving company
The voice profile that DeskTheory's AI drafts against got sharper this week, and I didn't write the thing that sharpened it.
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How to talk to your team about AI
There is a meeting every CEO rolling AI into their company eventually has to run, and it's the one most of them run badly.
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Why CEOs should use Claude Code in the terminal
A year ago, most CEOs had never heard of Anthropic or Claude. Today, pretty much all CEOs have a paid Claude account and open it every day.
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Granola for CEOs: the highest-ROI AI install of 2026
It's 6:14am on a Tuesday in May. I'm at my desk with some delicious coffee. I open Claude in the terminal and ask: what came up in yesterday's board call I should sleep on before responding?
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