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Why can't I delete an SMS conversation?

If you tried to delete an SMS conversation and saw an "Unable to Delete" message, it's because that conversation has been flagged for review - either automatically by our system or because you flagged a Loophole AI response yourself.

Flagged conversations are locked from deletion until our team finishes reviewing them. This protects the integrity of the review and ensures we can investigate fully.


How to spot a flagged conversation

On your SMS Logs page, flagged conversations are easy to identify:

  • The conversation has a red border around it

  • The flagged message itself appears as a red bubble (instead of the usual blue or grey)

  • If the flag was triggered by our system, Loophole AI's reply will typically explain that texting is temporarily disabled while your account is under review

When you click the X on a flagged conversation, you'll see:

Unable to Delete
​This conversation has been flagged for review and cannot be deleted until our team completes their review.


Why messages get flagged

Our system automatically flags messages that match patterns we monitor for safety and compliance. Common triggers include:

  • Prompt engineering attempts or trying to bypass safeguards

  • Requests for information about other users or accounts

  • Suspicious activity patterns

  • Policy boundary testing

  • Other automated risk signals

This is part of our normal protective process - not a sign you've done something wrong on purpose. Many flags clear after a quick review.

Flagged a response yourself?

You can also flag a specific Loophole AI response if you see an issue with it. When you do, that conversation is locked from deletion until our team reviews it - just like a system-flagged conversation. For details on how this works, see How to flag an SMS conversation.


Texting is paused while your account is system-flagged

When our system automatically flags a message, your entire SMS account is typically flagged too - not just that one conversation.

While your SMS account is flagged:

  • You cannot text Loophole at all

  • Any messages you send to Loophole will not be delivered or processed

  • You'll see a banner at the top of your SMS Logs explaining that your SMS account is flagged

  • You can still use every other part of Loophole as normal (your dashboard, Problems, Files, Tools, etc.)

You'll receive a text notification the moment your SMS access is restored.

Note: If you flagged a response yourself, your SMS account is not paused. Only that specific conversation is locked from deletion during review.


What happens next

  • Our team reviews the flagged conversation (typically within 24 hours)

  • Once review is complete, the delete option becomes available again

  • In some cases, the flag may lead to further action on your account - see Why was my account flagged? for details


Do I need to do anything?

No. The review happens automatically. You don't need to contact support or take action.

If our team needs more information from you, we'll reach out directly to the email address on your account.


What if it's been more than 24 hours?

If a conversation has been flagged for longer than 24 hours and you'd like an update, email Hi [at] Loophole (dot) com with your account email and we'll look into it.

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