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Two months ago I asked here how people stay aware of what their agents are doing, and @getosmo replied with something that has been quietly rearranging my roadmap since.
I had been treating "can you undo it" as the line for when an agent should stop and ask. He took that apart. Irreversibility over-fires and under-fires, he said. It over-fires on things that cannot be undone but that nobody cares about, like the agent writing a log line. It under-fires on the ones that really hurt: a mass email to 50k users, or a migration you can only roll back after downtime. "Reversible on paper, ruinous in practice."