[BUG] /schedule fails with "trouble connecting with your remote claude.ai account"

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?

• Plan: Team
• OS: macOS
• Routines visible in claude.ai web: Yes
• Error persists across 5+ retries and multiple sessions
• No active incidents on status.anthropic.com

What Should Happen?

/schedule command should successfully create a scheduled Routine that runs daily at 09:00. Instead, it repeatedly fails with "We're having trouble connecting with your remote claude.ai account" across 5+ retries and multiple sessions, even though Routines are visible and accessible in claude.ai web interface.

Error Messages/Logs

The `/schedule` skill is repeatedly failing to connect to the remote claude.ai account. This appears to be a service-side issue, not something I can retry my way through.

**What you can do:**

1. **Wait and retry** — Try `/schedule` again in 10–15 minutes if it's a temporary outage.
2. **Check your Claude.ai login** — Make sure you're logged in at claude.ai and your account is in good standing.
3. **Report the issue** — File a bug at https://github.com/anthropics/claude-code/issues with the error message "trouble connecting with your remote claude.ai account."

The scheduled task prompt you've written is ready to go — once the connection issue resolves, you can paste it back and `/schedule` should work.

Steps to Reproduce

1. Open Claude Code desktop app (macOS)
2. Log in with a Team plan account
3. Verify Routines are visible in claude.ai web interface
4. Open any project folder
5. Type /schedule followed by a multi-step routine prompt
6. Click "Always allow" when prompted
7. Observe: error message "We're having trouble connecting with your remote claude.ai account" appears
8. Retry 5+ times across multiple sessions — same error persists every time

Claude Model

Sonnet (default)

Is this a regression?

No, this never worked

Last Working Version

_No response_

Claude Code Version

Claude 1.3561.0 (fbc74b) 2026-04-20T14:59:51.000Z

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

Terminal.app (macOS)

Additional Information

_No response_