[BUG] The "Trust this workspace?" dialog appears every single time

Preflight Checklist

• [x] I have searched existing issues and this hasn't been reported yet
• [x] This is a single bug report (please file separate reports for different bugs)
• [x] I am using the latest version of Claude Code

What's Wrong?

Environment

• Claude Code version: 2.1.123
• OS: Windows 11 (client), Ubuntu 24.04 (remote server)
• Connection method: Claude Code UI remote connection
• Remote workspace path: /home/ubuntu/AIAsistant

Problem

The "Trust this workspace?" dialog appears every single time I connect to my remote Ubuntu server via the Claude Code UI. Clicking "Trust Workspace" has no effect — the dialog reappears on the next connection. The dialog always shows:

Execution allowed by: Unable to verify remote workspace trust

What Should Happen?

Environment

• Claude Code version: 2.1.123
• OS: Windows 11 (client), Ubuntu 24.04 (remote server)
• Connection method: Claude Code UI remote connection
• Remote workspace path: /home/ubuntu/AIAsistant

Problem

The "Trust this workspace?" dialog appears every single time I connect to my remote Ubuntu server via the Claude Code UI. Clicking "Trust Workspace" should be effective — the dialog should disappears on the next connection.

Error Messages/Logs

Steps to Reproduce

Environment

• Claude Code version: 2.1.123
• OS: Windows 11 (client), Ubuntu 24.04 (remote server)
• Connection method: Claude Code UI remote connection
• Remote workspace path: /home/ubuntu/AIAsistant

Problem

The "Trust this workspace?" dialog appears every single time I connect to my remote Ubuntu server via the Claude Code UI. Clicking "Trust Workspace" has no effect — the dialog reappears on the next connection. The dialog always shows:

Claude Model

None

Is this a regression?

Yes, this worked in a previous version

Last Working Version

Claude Code 2.1.100

Claude Code Version

Updated Claude Code from 2.1.119 to 2.1.123

Platform

Anthropic API

Operating System

Ubuntu/Debian Linux

Terminal/Shell

PowerShell

Additional Information

All attempted workarounds — none worked

1. Added workspace path to ~/.claude/trusted_workspaces.json on the remote server
2. Fixed malformed JSON in ~/.claude/settings.json on the remote server and added trustedWorkspaces key
3. Added workspace path to %USERPROFILE%\.claude\trusted_workspaces.json on the Windows client
4. Added "defaultMode": "bypassPermissions" to %USERPROFILE%\.claude\settings.local.json on the Windows client
5. Updated Claude Code from 2.1.119 to 2.1.123

None of the above had any effect. The trust dialog continues to appear on every connection.

Root cause analysis

After reviewing debug logs, it appears the Claude Code UI remote connection mode uses a completely different trust verification mechanism that does not read from any of the local or remote config files. The trusted_workspaces.json and settings.json modifications are simply ignored when connecting via the UI remote connection flow.

Impact

This is a significant workflow disruption. Every remote session requires manually dismissing this dialog, and it cannot be suppressed through any available configuration. Users are spending considerable time and resources attempting workarounds that have no effect.

Please prioritize a fix for the UI remote connection trust persistence. At minimum, document which config file actually controls trust for this connection mode.