[BUG] /schedule fails with "trouble connecting with your remote claude.ai account" — persistent across restarts and relogin

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?

The /schedule skill cannot register a scheduled task. Every attempt fails with the same connection error: "We're having trouble connecting with your remote claude.ai account to set up a scheduled task. Please try /schedule again in a few minutes." The failure has reproduced 8 times over multiple days. Standard troubleshooting (full quit and relaunch, sign out and sign back in to claude.ai) did not resolve it. No task is ever registered.claude

What Should Happen?

The /schedule skill should connect to claude.ai, register the scheduled task with the cadence and prompt I provided, and confirm the task was created. The new task should then appear when listing scheduled tasks.

Error Messages/Logs

We're having trouble connecting with your remote claude.ai account to set up a scheduled task. Please try /schedule again in a few minutes.

Steps to Reproduce

1. Open Claude Desktop while signed in to claude.ai. Confirm the account shows as connected in Settings → Account.
2. Start a new chat session.
3. Invoke /schedule (directly, or by asking Claude to set up a scheduled task, which causes the schedule skill to be invoked).
4. Provide any task description, e.g. "Create a scheduled job that runs at 8am, 12pm, and 8pm daily and writes a report to ~/reports/test.md."
5. Observe the connection error returned in place of task registration.
6. Retry steps 3–5. The same error returns every time.
7. Fully quit Claude Desktop, relaunch, sign out and back in to claude.ai, retry. Same error.

Claude Model

Opus

Is this a regression?

No, this never worked

Last Working Version

_No response_

Claude Code Version

1.3109.0

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

Terminal.app (macOS)

Additional Information

• Other Claude Desktop functionality works normally in the same session: file tools, regular chat, other skills, and other MCP servers all respond.
• During one of the failed attempts, several MCP servers in the session disconnected around the same time, which may or may not be related.
• The exact content of the task description does not affect the result — the connection error returns before any task content is processed.
• Reproduced consistently across 8 attempts spanning multiple days and multiple full app restarts.