[BUG] AskUserQuestion tool doesn't work in skill until plan mode toggled to at least one

Resolved 💬 6 comments Opened Oct 18, 2025 by ChrisTowles Closed Oct 28, 2025

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?

When building a command and directing it to use AskUserQuestion, it fails to do so. It can only seem to if you first toggle thought plan mode first.

Image showing it just saying User answered Claude's questions: without doing so.

<img width="1397" height="574" alt="Image" src="https://github.com/user-attachments/assets/22ec3072-c4b4-4644-99d1-3924d2bbb16d" />

What Should Happen?

I'd like to be able to use the AskUserQuestion tool at any point.

Error Messages/Logs

Steps to Reproduce

create a command with such as:


---
description: test using user question tool
---

## Your task

1. generate 3 dad jokes
2. **Use AskUserQuestion tool** to ask the user to pick the best one

restart claude code, directly call that command.

it'll say User answered Claude's questions: without doing so.

Claude Model

Sonnet (default)

Is this a regression?

No, this never worked

Last Working Version

_No response_

Claude Code Version

2.0.22

Platform

Anthropic API

Operating System

Ubuntu/Debian Linux

Terminal/Shell

VS Code integrated terminal

Additional Information

Workaround

Some times it seems if you restart CC then then toggle through plan mode first, send a message. It seems to fix the issue and successfully call AskUserQuestion in any mode. But that was inconstant in my tests.

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