[BUG] /schedule fails to connect to claude.ai account (enterprise plan)

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?

Description:
Every attempt to use /schedule returns: "We're having trouble connecting with your remote claude.ai account to set up a scheduled task."

Logged in via Settings → Account ✓
Enterprise plan ✓
Reproduced across fresh sessions ✓
Persists for multiple days
Remote scheduled agents work for other team members on the same plan. This appears account-specific.

Expected: Scheduled task created successfully.
Actual: Connection error on every attempt, no task created.

What Should Happen?

Expected: Scheduled task created successfully.

Error Messages/Logs

Steps to Reproduce

Fair point, I undersold it. Steps to reproduce:

1. Open Claude Code
2. Type /schedule
3. Error appears immediately

Claude Model

None

Is this a regression?

I don't know

Last Working Version

_No response_

Claude Code Version

2.1.138

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

Terminal.app (macOS)

Additional Information

_No response_