When an AI agent retries a payment after timeout: uncertainty handling is a design decision
tallmetommy · x · 2026-10-30
Only Then Labs highlights an overlooked agent design problem: a user approves one payment, the agent sees a timeout, and retries—but a missing receipt doesn't mean nothing happened. The payment may have succeeded; only the confirmation failed.
"Try again" is a decision with real consequences. The team is exploring how agents should reason about this uncertainty before acting—a core challenge for any agent touching payments, orders, or other irreversible side effects.
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