Routine gets stuck at cloud container setup indefinitely (all setup steps remain incomplete)

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?

A Claude Code routine gets permanently stuck at the "Setting up cloud container" screen. All 4 setup steps remain as empty circles and never progress. The status shows "Running" indefinitely.

Steps to reproduce

1. Create a routine (scheduled trigger)
2. 2. Run it (either manually or via scheduled trigger)
3. 3. The container setup screen appears with 4 steps
4. 4. All 4 steps remain as empty circles forever — the session never starts
5. ## Actual behavior
6. All 4 steps remain stuck:
7. - ○ クラウドコンテナをセットアップ中 (Setting up cloud container)
8. - ○ 1個のリポジトリをクローン (Cloning repository)
9. - ○ セットアップスクリプトを実行 (Running setup script)
10. - ○ Claude Codeを開始 (Starting Claude Code)

The spinner animates at the bottom but no steps ever complete.

Environment

• Claude Code Web (claude.ai/code)
• - Routine type: Scheduled (daily) + Manual trigger
• - - Repository: ShinsakuTakata/web-site-ilo (Next.js project)

Additional context

• This has been happening consistently (not a one-time occurrence)
• - Both scheduled and manual runs exhibit the same behavior
• - - Interactive sessions for the same repository start normally
• - - - The issue is specific to routine (triggered) sessions

What Should Happen?

The container setup should complete all 4 steps and Claude Code should start executing the routine.

Error Messages/Logs

Steps to Reproduce

1. Create a routine (scheduled trigger) in Claude Code Web (claude.ai/code)
2. 2. Run it (either manually or via scheduled trigger)
3. 3. Observe the container setup screen which shows 4 steps:
4. - Setting up cloud container
5. - Cloning repository
6. - Running setup script
7. - Starting Claude Code
8. 4. All 4 steps remain as empty circles forever
9. 5. The spinner at the bottom continues to animate but no progress is made

Claude Model

None

Is this a regression?

Yes, this worked in a previous version

Last Working Version

_No response_

Claude Code Version

Web Interface (claude.ai/code) - Sonnet 4.6

Platform

Other

Operating System

Other

Terminal/Shell

Other

Additional Information

This bug affects Claude Code Web Routines (claude.ai/code). The issue is NOT present in interactive sessions for the same repository - only routine (triggered) sessions are affected. Both scheduled daily runs and manual runs of the same routine exhibit the identical stuck behavior.