[BUG] Claude Desktop (macOS): cloud session repo picker is single-select; web allows multi-select

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?

The Claude Desktop macOS app's repository picker, shown when creating a new cloud session, only allows selecting a single repository. The equivalent picker on claude.ai/code in the browser allows multi-select (checkboxes against multiple repos in the same org).

This is a feature parity gap, not a missing feature — multi-repo cloud sessions already work; you just can't start one from Desktop.

What Should Happen?

The Desktop app's repo picker should match the web flow: let me check multiple repositories in a single org and start one cloud session that includes all of them. The downstream cloud sandbox already supports multi-repo (verified by starting in browser → /resume in Desktop, where all repos are present).

Error Messages/Logs

No error. The picker UI simply doesn't expose multi-select — clicking a second repo deselects the first. No log output is produced; it's a UI affordance gap, not a runtime failure.

Steps to Reproduce

1. Open Claude Desktop (macOS) → "New cloud session" (or equivalent entry point)
2. Reach the "Select repository" step
3. Try to select more than one repo → only one stays selected

Compare against:

1. Open claude.ai/code in a browser → "New cloud session"
2. Reach the same step → multiple repos can be checked at once → session starts with all of them mounted

Workaround that confirms the backend supports multi-repo:

• Start the session in the browser with all desired repos checked
• /resume the session in Claude Desktop
• All repos are present and usable

Claude Model

Opus

Is this a regression?

I don't know

Last Working Version

_No response_

Claude Code Version

Claude 1.8555.0 (8245b7) 2026-05-21T05:49:11.000Z

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

Terminal.app (macOS)

Additional Information

Related: #23627 — broader multi-repo feature request. This bug is narrower: the feature exists on the web side; Desktop hasn't caught up.