Permission 'don't ask again' not persisting across sessions

[paolino]

Description

When selecting "Yes, and don't ask again for [command] in [project]" during a permission prompt, the setting does not persist across sessions. Users are prompted again in each new session despite having the permission already saved in .claude/settings.local.json.

Steps to Reproduce

1. Run a command that triggers a permission prompt (e.g., gh pr create)
2. Select "Yes, and don't ask again for gh pr create commands in /path/to/project"
3. Verify the permission is added to .claude/settings.local.json (it is)
4. Start a new Claude Code session
5. Run the same command again
6. Actual: Permission prompt appears again
7. Expected: Command runs without prompting since permission is in settings file

Environment

• The permission Bash(gh pr create *) is correctly present in .claude/settings.local.json
• Issue persists across multiple sessions

Expected Behavior

Permissions saved via "don't ask again" should be respected in subsequent sessions when the pattern matches the command being run.

[github-actions]

Found 3 possible duplicate issues:

1. [Bug] "Always allow" settings not persisting to .claude/settings.local.json #11172
2. "Always allow" for directory access not persisted to settings #17507
3. [BUG] Claude continually asks for permission, even after selecting yes, always allow. #11380

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🤖 Generated with Claude Code

[EmbeddedVoyager]

Can confirm this is an ongoing and super annoying problem. Anthropic can take my subscription money but can’t seem to fix a bug that is been open since September 2025… I guess I can unsubscribe rather than babysit every stupid decision 🤷‍♂️

[unsetfocus]

Also experiencing this consistently using VS Code plugin 2.1.29 on WSL