[BUG] /schedule skill 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?

The /schedule skill consistently fails with: "We're having trouble connecting with your remote claude.ai account to set up a scheduled task." This persists across multiple retries and even after installing the Claude Code CLI (v2.1.162).

What Should Happen?

What Should Happen?
The skill should connect to my claude.ai account and create a scheduled task.

Environment:

Claude Code desktop app, Windows 11 Home, Pro plan
Claude Code CLI v2.1.162 installed and verified

Error Messages/Logs

We're having trouble connecting with your remote claude.ai account to set up a scheduled task

Steps to Reproduce

1. Open the Claude Code desktop app (Windows 11)
2. Start any conversation
3. Type /schedule or ask Claude to set up a scheduled task
4. Observe the error: "We're having trouble connecting with your remote claude.ai account to set up a scheduled task"
5. Retry multiple times — error persists consistently

Claude Model

Sonnet (default)

Is this a regression?

I don't know

Last Working Version

_No response_

Claude Code Version

2.1.162

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

Other

Additional Information

Using the Claude Code desktop app, not the CLI directly.
The CLI was not installed when /schedule first failed. After
installing the CLI (npm install -g @anthropic-ai/claude-code,
v2.1.162), /schedule still fails with the same error.
Tried 5+ times across one session. Chat works fine,
authentication appears normal.
Terminal used is Git Bash (MINGW64)