[BUG] can't rewind a plan and answer the questions differently

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?

I like the new thing where after you are ready to implement a plan, there's the option to clear context and begin implementation.

However, this loses the ability to rewind code changes and take a different approach.

I can /resume and choose the plan conversation but this has two issues:

1. This doesn't rewind code changes done to the repo.
2. I can't rewind to answering the questions claude has after the initial (very long) planning/investigation.

What Should Happen?

Optimally, clear context and do plan should be a rewindable point in a single conversation, not starting a new conversation. This would allow restoring code as well as conversation.

Also, the questions part of the planning should have a /rewind checkpoint to get back to them.

Error Messages/Logs

Steps to Reproduce

Go to plan mode
Plan something that has questions asked
Answer the questions
Once final plan is proposed, choose clear context and do plan
Once it's done implementing, try to rewind to answer the questions differently to take the final plan in a different direction. Not possible afaik.

Claude Model

Not sure / Multiple models

Is this a regression?

Not really. If you want to get back the ability to rewind code changes, you can choose the option to continue in the same conversation, but you still have the problem where you can't rewind to the plan questions.

Last Working Version

_No response_

Claude Code Version

2.1.23

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

Windows Terminal

Additional Information

_No response_