Real-time cyber safeguard classifier blocks an authorized pentest-lab session indefinitely, with no recovery via retry
Environment: Claude Code CLI, model claude-sonnet-5
What happened:
During an authorized, VM-isolated pentest lab session (community-college cybersecurity coursework, instructor-owned lab network), the real-time cyber safeguard classifier refused an assistant turn with Details: [cyber] right after a legitimate lab command returned a routine Windows privilege listing as a tool result. Every subsequent turn in the same conversation — including a plain "Continue" and an unrelated follow-up prompt sent ~11 hours later — was refused again on the identical flag. The session never recovered and never finished.
Steps to reproduce:
- In an authorized, VM-isolated pentest lab session, run
impacket-wmiexecagainst a lab target VM to executewhoami /priv(e.g. over SSH through a lab jump host). - The tool result is a standard Windows privilege table (
SeIncreaseQuotaPrivilege,SeSecurityPrivilege,SeTakeOwnershipPrivilege, etc.). - The next assistant turn is refused by the cyber safeguard classifier.
- Any further prompt in that same conversation — even something as innocuous as "Continue" — is refused again with the same flag. The conversation cannot recover without starting a new session.
Expected: The safeguard should either not flag routine, non-exploit tool output (a privilege enumeration table) in an authorized lab context, or at minimum re-evaluate each new turn independently instead of permanently flagging the whole conversation.
Actual: The flag appears to persist at the conversation level, permanently blocking an otherwise-legitimate, already-in-progress coursework session.
Evidence:
- Request IDs:
req_011CezxntJEH9wdT4VuY3k5a(first refusal),req_011Cf1rEvsfnGacfBR1pBpg9(retry refusal, ~11 hours later) - Timestamps: 2026-09-13T06:26:38Z, 2026-09-13T17:41:12Z, 2026-09-13T18:11:17Z (third identical refusal)
- Already submitted via
/feedback(receipt34a72cd5-8ba8-4e56-a60c-e572c446625a); filing here per the safeguard message's suggestion to apply to / report via the Cyber Verification Program.