How a Missed Claude AI Prompt Vanished Mid-Task and What Fixed It

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A developer running Claude Code on a remote cloud VM via VS Code Remote-SSH discovered that an AI prompt requiring human input silently disappeared after a session disconnected. A custom Telegram notifier alerted the developer to the pending question, but by the time they reconnected, the session had moved on with no record of what decision was made. The incident highlighted a gap in Claude Code's remote session handling, where unanswered prompts are dropped rather than preserved for later review. After spending most of a day tracing the root cause, the developer found the fix required only a single configuration change. The episode also underscored the author's broader practice of isolating AI agents on disposable cloud VMs to limit potential damage from unvetted actions.

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