The Increment

Questions From the CIO: Nothing to Declare

Sanctioned, well-intentioned, and invisible to every instrument you own.

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Sep 14, 2026

Questions From the CFO - What the Tokens Bought

What AI spend looks like from the CFO's chair: two numbers for what it costs, neither of which says what it bought, and where the return actually becomes visible. First in the series for the CFO seat.

Isaac Chiles

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Sep 1, 2026

The Boring Miracles

The future is amazing: Weather forecasts, enzymes, and a robot in Berkeley — four things quietly deciding the next twenty years, none of which will ever trend.

Isaac Chiles

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Aug 27, 2026

Questions From...

Questions From the COO: You Don't Have an Agent Problem. You Have a Job Architecture Problem.

Everyone is asking where to put the agents. The COOs I sit with are asking a harder question about what a job is.

Isaac Chiles

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Aug 25, 2026

The Increment

The human side of enterprise AI adoption.The capability is real, and it gets cheaper every month. Most organizations still aren't getting value from it. The gap between those two facts is what this newsletter is about. I'm working it out in the open — three years buying enterprise software, seven years selling it, and a decade watching what platforms actually do to the people who have to use them. Every edition is what I'm currently thinking, including the parts I haven't finished thinking. Essays every other week. Field notes in between. For the people accountable for whether any of this actually lands.