Feature request: Move deleted conversations to trash / add undo for conversation deletion

Resolved 💬 3 comments Opened Apr 9, 2026 by kafkalxh Closed Apr 13, 2026

Preflight Checklist

  • [x] I have searched existing requests and this feature hasn't been requested yet
  • [x] This is a single feature request (not multiple features)

Problem Statement

Currently, deleting a conversation from the sidebar permanently removes the
.jsonl file without any confirmation dialog, undo option, or recycle bin step.

For users who accidentally delete a conversation, the discussion history is
permanently lost — it doesn't go to the system Trash and there's no recovery
path (even Time Machine backups may not cover ~/.claude/).

Suggested improvements (any one would help):

  1. Add a confirmation dialog before deleting a conversation
  2. Move deleted conversations to a "Recently Deleted" section with a 30-day

retention window

  1. At minimum, move the file to system Trash instead of permanent deletion

This is especially painful for long project conversations where the reasoning
and decision history has value beyond the final code output.

Proposed Solution

Any of the following would help:

  1. Add a confirmation dialog before deleting a conversation
  2. Add a "Recently Deleted" section with 30-day retention
  3. At minimum, move the file to system Trash instead of permanent deletion

Alternative Solutions

_No response_

Priority

High - Significant impact on productivity

Feature Category

Interactive mode (TUI)

Use Case Example

_No response_

Additional Context

_No response_

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