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[FEATURE]: Conversation outline / prompt navigation for long chats #40826

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Description

@ingbg

Feature hasn't been suggested before.

  • I have verified this feature I'm about to request hasn't been suggested before.

Describe the enhancement you want to request

Feature request: Conversation outline / prompt navigation for long chats

Summary

When working with an AI coding agent for a long session (debugging, refactoring, architecture discussion, documentation, etc.), it becomes increasingly difficult to navigate back to previous questions or topics.

I would love to have a Conversation Outline (or Prompt Navigation) panel similar to ChatGPT’s conversation outline.

Problem

In long conversations, I often ask dozens of questions such as:

  • API design
  • debugging
  • architecture decisions
  • Git operations
  • deployment
  • performance optimization

Scrolling through hundreds of messages to find a previous question is inefficient.

Proposed solution

Add a collapsible sidebar that automatically generates a list of user prompts/topics and allows one-click navigation to that point in the conversation.

For example:

  • API design
  • Fix build error
  • Git rebase question
  • Performance optimization
  • Database migration
  • Deployment issue

Clicking an item should immediately jump to the corresponding message.

Why this matters

For coding agents, conversations are often much longer than normal chat sessions. This feature would provide:

  • faster navigation
  • better context management
  • easier revisiting of previous decisions
  • improved productivity during long debugging sessions

I believe this would significantly improve the usability of long-running coding sessions and agent workflows.

Activity

  1. github-actions commented on Aug 6, 2026

    @github-actions
    Contributor

    This issue might be a duplicate of existing issues. Please check:

    Please review those issues and consider adding your thoughts there instead.

  2. wdxdd commented on Aug 8, 2026

    @wdxdd

    +1 from a real user hitting this exact pain point.

    I frequently run very long single-session debugging sessions in the desktop app (50+ rounds of back-and-forth). Scrolling is the only way to locate an earlier question, which is genuinely painful and wastes time.

    What I'd specifically like to see:

    1. A collapsible navigation rail (left or right side) inside the session view, auto-generated from user messages.
    2. Each entry shows a short snippet of the user prompt; clicking it jumps the conversation timeline to that exact message.
    3. Ideally the rail appears automatically (or on toggle) once a session grows beyond a certain number of messages, so short chats stay clean.

    This mirrors the behavior I had in another coding agent's desktop client and it makes long sessions dramatically more usable. Thanks for considering it!

  3. github-actions commented on Oct 9, 2026

    @github-actions
    Contributor

    To stay organized issues are automatically closed after 60 days of no activity. If the issue is still relevant please open a new one.

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