The Allowance Problem, Day 3: More Supervision Doesn’t Equal More Judgment
Anthropic gave its AI shopkeeper a boss.
Read field note →Topic archive
operational-risk
The Allowance Problem, Day 2: The AI Boss Didn’t Save It
An AI agent ran a real shop, with an AI boss watching over it. It still ended the month ordering a PlayStation 5 and a live fish.
Read field note →The Allowance Problem: Credit Card or Debit Card?
We already ran the experiment: should AI agents get a credit card or a debit card?
Read field note →The Allowance Problem
Would you give your AI agent a credit card or a debit card?
Read field note →AI spend is becoming an operational risk category
AI cost is no longer just a procurement conversation. If agent usage grows faster than your visibility into spend and business value, you do not have control. You have drift.
Read field note →Better model. Bigger control problem.
the models are getting better, but that is no longer the interesting problem. Capability is scaling faster than control, and that gap is where enterprise teams get hurt.
Read field note →