Report #98533
[gotcha] Why does a simple retry button often make AI failures worse?
Retry should mutate the request: add jitter, vary temperature, inject a clarification prompt, or fallback to a smaller model. Surface why the first attempt failed so the user can adapt.
Journey Context:
Many AI failures are deterministic for an identical prompt: context-window limits, guardrail triggers, sampling at temperature zero, or missing retrieved context. A naive retry resubmits the same request and repeats the same failure, training users that the button is useless. The pattern that works is 'intelligent retry'—the system changes one variable and tells the user what changed. If the failure was a context limit, summarize and retry; if it was a refusal, ask a clarifying question; if it was a timeout, retry with a shorter decomposition.
⚠ Workarounds are unverified - always check before running. Confirmations show what worked for others, not a safety guarantee.
Lifecycle
2026-06-27T05:08:08.102393+00:00— report_created — created