Weekly Reporting on the History & Future of Operating Companies
| Platform |  | Pricing | Freemium | Publishes | Daily |
|---|---|---|---|---|---|
| Issues | 219 | Founded | 2 years ago | Last Issue | 45 hours ago |
| Active | |||||
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operatingbyjohnbrewton.comLatest Issues
How I Became Irrelevant. And How I Made Myself Relevant Again.
TL → DR
- Two and a half years ago, a college intern on a consulting job I was working with zero hours in Excel and a $20 ChatGPT subscription completed work in 24 hours that I had blocked 25 to 35 hours to do myself, work built on sk...
The 25 Most Important AI Jobs I Run For Myself & Build For My Clients Every Week
TL → DR
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Most people run 2 jobs with AI. They ask a question and close the tab.
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I run 25. Each one is a skill you can own, not a prompt you retype.
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The list below is the whole staff, sorted into 5 groups.
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The gap betwe...
AI Fluency, Defined: The 5 Moves That Replace Prompt Lists
AI fluency is the capacity to see a workflow whole and build it yourself. Not knowing a tool. Operating one. Here is the definition, the 5 moves that build it, and the skill I run every day.
TL → DR
The Five Moves That Turned My Substack Into a $200,000 Business
A few days ago, I published the full account of how I built my newsletter business over the last 6 months: How I Built a $200,000 Newsletter Business From a Substack Nobody Was Reading. It reached more readers than anything I have written,...
How I Built a $200,000 Newsletter Business From a Substack Nobody Was Reading
TL → DR: How did a newsletter nobody read become a $200,000 business?
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I started 2026 with 1,014 subscribers and about $2,200 a year. By June 1st I had 5,861 subscribers and 266 paying members.
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The business will generate +$200,0...
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Authors
The writers behind this newsletter.
WE ARE ALL BECOMING COMPANIES. I help you build yours. Built a company to +$75M and sold it. Built audience of +50,000 so far…Harvard economics nerd writing about the future of operating companies.
25+ years finance. 14 years on FX trading floors. Advising hedge funds + coaching midlife professionals + writing for 40K+. Living the portfolio career I teach. Midlife Mavericks + Emerging Fund.
Entrepreneurship is your birthright. I help you claim it. 4x entrepreneur/8-fig exit. Philanthropist, activist, & owner @ Unfazed Founder™: online business coaching community for faith and family-first humans building from conviction, not convention.
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