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ARK Strategy

Alex Randall Kittredge, John Brewton

I help professionals building careers in systems not designed for them. Get one piece each week that asks: what do we owe our work, and what does it owe us? Learn how to design a career in the post-AI economy. Careers aren’t ladders: they’re portfolios

Platform
Substack
PricingFreemiumPublishesDaily
Issues66SubscribersRead alexrandallkittredge.substack.com

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Latest Issues

Recent posts by this newsletter. Browse the email archive.

How Writing in Public Made My Life Better in 6 Months

Six months ago, I started this newsletter with no agenda beyond curiosity. I wanted to write honestly about work, power, and reinvention — to make sense of the modern career of a knowledge worker in the post-AI economy from the inside out.l...

6 days ago
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The Top 8 Books I Read In 2025

As I always say, a career isn’t one job: it’s a portfolio. And, I would argue, so is a mind. And if you want a brutally honest look at “what someone actually valued this year”, don’t look at the calendar—look at the bookshelf!

9 days ago
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Layoffs, AI, and the “new” career moat — notes from my livestream with John Brewton

Hi everyone — Yesterday, I went live with economist John Brewton to unpack layoffs, job-loss headlines, and what the data actually measures (plus what to watch for inside your own company). Here are the key takeaways:

10 days ago
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The Strategy Memo: December is When to Renegotiate Every Client

How to extend engagements through June 2026 without begging for renewals

15 days ago
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Authors

The writers behind this newsletter.

  • Alex Randall Kittredge

    Entrepreneur, author, startup mentor (Oxford/CamEntrepreneurs) & portfolio career architect. Former intelligence analyst helping those navigating systems not built for them. Careers aren’t ladders: they’re portfolios.

  • John Brewton

    Built an audience of 30,000 Operating Strategists on LinkedIn. Harvard economics nerd turned Operator, decoding the future of companies. Limited availability to advise Operators and Founders! \ud83d\udc47

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