I help CEOs translate complex organizational challenges into strategic clarity, grounded in data, history, and human insight. Get one piece each week that shows you how to design a career in the post-AI economy.
| Platform |  | Pricing | Freemium | Publishes | Daily |
|---|---|---|---|---|---|
| Issues | 100 | Founded | a year ago | Last Issue | 26 hours ago |
| Active | |||||
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alexrandallkittredge.substack.comLatest Issues
20 Million Tokens Later, I Built the App
I used Claude Code, 20 million tokens, SQLite, and Streamlit to build a working database and web app in a weekend—and learned why human judgment still matters.
If you’ve been reading ARK Strategy for a while, you know that I studied politi...
The Cost of Competence: Why the Floor Is Shrinking Under White-Collar Work, and What to Stand On Instead
The AI job panic is missing the point. A three-part strategy memo on shrinking competence, the wrong shoes, and why a humanities degree may be the most undervalued asset in your career — by Alex Randall Kittredge.
For three weeks in a row...
Did A Humanities Degree Just Become More Valuable?
There’s a particular kind of panic available only to people with humanities degrees.
It is not the panic of being “replaced” in some clean, cinematic way. Nor is it a robot walking into the seminar room, quoting Virginia Woolf, and taking...
What I Wish Someone Had Told Me About S-Corps
The Least Cinematic Business Decision I Have Ever Made
I did not start an S-Corp because I had a marble conference table, a tax strategy committee, or a private banker using the phrase “entity optimization” over espressos. I started one...
The AI Job Panic Is Missing the Point
Source: Apollo’s Torsten Slok
Apollo Chief Economist Torsten Slok had a smart note this week on AI, employment, and the Jevons paradox. His argument is straightforward: when AI makes professional work cheaper, demand for that work may expa...
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The writers behind this newsletter.
I help technical CEOs go from 0 to 10, translating complex organizational challenges into strategic clarity, grounded in data, history, and human insight. Get one piece each week providing portfolio career strategy for a post-AI economy.
WE ARE ALL BECOMING COMPANIES. I help you build yours. Built a company to +$50M and sold it. Built audience of +50,000 so far…Harvard economics nerd writing about the future of operating companies.
For bootstrapped founders who want evidence before ego. I break down how to test demand, price properly, and avoid building what no one will pay for.
Italian “Surfpreneur” based in Costa Rica | Bootstrapped and exited a $4M+ company | Fractional Partner to founders | Real stories, mistakes (you shouldn’t repeat) and strategies to help entrepreneurs grow and gain more freedom | EN • ES • IT
4x Founder, $35M exits. Coaching 100+ subs. I help people and organizations navigate AI-driven change.
Founder, EliteLeadersNetwork.com - Publisher of The Elite Leaders Newsletter and The Investors Newsletter. Follow for posts on business, finance, marketing, Ai and high-performance. Let's connect on Linkedin with 200,000 Elite Leaders.
Ops guidance for founders tired of duct-taping their way to growth. One weekly clarity drop to help you scale smarter. (with a side-eye \ud83d\udc40 and a system.)
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