[BUG] Desktop/Web app no longer remembers project directory between sessions

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 using the Claude Code desktop/web app (claude.ai/code), the app used to remember the last project directory and automatically open new sessions in that directory. Recently, it started asking to choose a project directory on every new session, even though the same project is always used.

Previously, after selecting a project once, all subsequent "New session" clicks would default to the same project. Now the user must re-select the directory every time.

What Should Happen?

The app should remember the most recently used project directory and default to it when opening a new session, as it did before. The user should not need to re-select the project directory every time.

Error Messages/Logs

Steps to Reproduce

1. Open Claude Code desktop app (claude.ai/code)
2. Click "New session"
3. Select a project directory (e.g. C:\Users\<user>\my-project)
4. Work in that session normally
5. Close the session
6. Click "New session" again
7. Expected: opens in the same project directory as step 3
8. Actual: asks to choose a project directory again

This used to work — the app remembered the project directory across sessions without asking.

Claude Model

None

Is this a regression?

Yes, this worked in a previous version

Last Working Version

_No response_

Claude Code Version

2.1.87 (Claude Code)

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

Terminal.app (macOS)

Additional Information

Platform: Windows 10 Home (10.0.19045)
Interface: Claude Code desktop app / claude.ai/code (web)
Connection type: Local

This regression started recently. The app previously remembered the project directory reliably.