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  1. Fifty-one things

    Fifty-one aphorisms on the future of work and AI, looking forward from March 2026.

  2. The human overhead

    Everyone talks about what AI agents can and can't do.

  3. The eureka tax

    There is a moment in songwriting when the bass clicks in with the drums, when the arrangement locks, when the thing you've been circling for hours suddenly resolves.

  4. Artists have always enjoyed calling businesspeople greedy.

  5. The longevity people think we are going to live a very long time.

  6. The compression

    Sometime around 2015, there was an office in a WeWork.

  7. Fifteen dollars

    There is a slide that appears in pitch decks now.

  8. The remote work debate has calcified into tribal identity.

  9. All e-commerce platforms will tell you you've made a certain amount in 'Sales' but especially in today's world of cross-border commerce, it's not sales at all.

  10. Before you join a startup or accept that co-founder offer, you need to understand what type of leader you're dealing with.

  11. Everyone talks about getting your team 'rowing in the same direction,' but companies are more like bodies than boats.

  12. What is work?

    The old world had clear roles: the mason, the monk.

  13. When their internal pricing strategy document accidentally went to 3,200 customers instead of 3 executives, CEO Melissa had to choose between damage control and radical transparency.

  14. When Maya discovered her co-founder was maintaining two different financial models—one for investors, one for banks—she had 72 hours to decide whether to sign the Series B term sheet that could save or sink their company.

  15. The thenar eminence

    In everything, there's this mechanical feeling—a patterning you almost never think about, unless you force yourself to.

  16. From garage tinkerers to Twitter philosophers, mapping the entrepreneur ecosystem across four decades of creative destruction.

  17. The journey from Liberia to Nosara is a kind of prelude—a two-hour stretch of road that forces you to leave behind any neat, tidy expectations you had about Costa Rica.

  18. It's the second day of 2025.

  19. The last time I truly learned a city's anatomy was fall 2004, those four months at UVic when I owned nothing with a screen.