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AI Layoffs Are the New Stock Buybacks
Block cut 40% of its workforce. The stock surged 20%. This is just the beginning.
Mar 3
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Jackson
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February 2026
I Can't Sit Still on a Sunday
Three macro forces behind the restlessness
Feb 26
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Jackson
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How to Stop Planning for Retirement and Start Building Now
Show initiative, deploy capital, take calculated risks
Feb 18
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Jackson
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You Don't Actually Want to Retire
Why organizing your 20s and 30s around an exit strategy is an admission of defeat
Feb 14
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Jackson
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Don't Take the Doom Bait
The AI doom posts keep going viral. They're wrong.
Feb 4
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Jackson
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January 2026
Playing It Safe Has Never Been Riskier
The conventional path is the riskiest bet you can make
Jan 28
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Jackson
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Embracing Scarcity
Why winter and sound money create a sound life
Jan 21
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Jackson
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Algorithmic Warfare
The Social Platforms’ Attack on Your Mind and Reclaiming Cognitive Sovereignty
Jan 14
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Jackson
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Is This the Best or Worst Time to Be Alive?
The answer depends less on the world and more on how much agency you’re willing to take.
Jan 7
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Jackson
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The Best Investment for 2026
Reflections on markets, time horizons, and investing where you have control
Jan 3
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Jackson
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December 2025
The Culture War Inside Bitcoin Misses the Point
Why Neither Self-Custody Maximalism nor Wall Street Products Can Scale Real Bitcoin Ownership
Dec 7, 2025
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Jackson
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November 2025
Where I’m Taking Sound Life
A reflection on health, wealth, and the direction ahead
Nov 29, 2025
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Jackson
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