[FEATURE] Session data silently deleted on upgrade — needs warning or auto-backup

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

Problem:

• Claude Code desktop silently deletes all session data (~/.claude/projects/)

during upgrade with no warning
Impact:

• Lost investigation sessions that took hours of work
• No built-in backup or recovery mechanism
• Users must create manual PowerShell backup scripts as workaround

Request:

1. Warn user before upgrade if session data exists
2. Auto-backup sessions before wiping
3. Or preserve sessions across upgrades (like VS Code does)

Proposed Solution

Request:

1. Warn user before upgrade if session data exists
2. Auto-backup sessions before wiping
3. Or preserve sessions across upgrades (like VS Code does)

Alternative Solutions

_No response_

Priority

Critical - Blocking my work

Feature Category

CLI commands and flags

Use Case Example

_No response_

Additional Context

_No response_