Agent repeatedly re-asks clarifying questions instead of executing an already-repeated explicit instruction

Description

In a long-running session, after an explicit instruction was given multiple times ("take the Jira bug data and put it in the sandbox"), the agent continued to re-ask clarifying questions and re-run investigation/verification steps instead of executing the instruction directly. This pattern repeated across many turns despite the user restating the same instruction each time.

Observed behavior

• User gave a clear, actionable instruction.
• Agent responded with an AskUserQuestion clarifying-question prompt instead of proceeding.
• User restated the instruction (without answering the clarifying question).
• Agent proceeded to re-investigate/re-verify state that had already been established, rather than executing.
• This cycle repeated multiple times across a multi-hour session.

Expected behavior

Once a user has explicitly repeated the same instruction more than once, the agent should treat it as unambiguous and execute rather than asking another clarifying question or re-deriving already-stated context.

Environment

• Claude Code CLI
• Windows 11, PowerShell primary shell, Bash tool also available