Holding the Whole
AI dissolves accidental complexity at speed, but essential complexity — the question of whether it all adds up to something good — remains stubbornly human.

AI dissolves accidental complexity at speed, but essential complexity — the question of whether it all adds up to something good — remains stubbornly human.

Kissinger defined a revolutionary power as one that rejects the legitimacy of the order it inhabits — then spent his career building America's. What happens when his framework fits its own architect?

I spent almost two decades loyal to one airline alliance — then the program changed its rules, and I started gliding away so quietly they'll never know I left.

What building a bootstrapped company actually feels like after nearly a decade — not the VC default, not the indie hacker fantasy, but the uncomfortable middle where most of the building happens.

AI can reproduce substantial software systems. The moat against substitution scales with the blast radius of failure — but the line between what's safe and what's vulnerable keeps moving.

Four scenarios for how AI gets absorbed into the real world — and why all four are happening at once.