# Chat windows and the Dock in the Mac app

> Open chats in separate windows, start or return to chats from the Dock menu, and drop files on the Dock icon to attach them to a new chat.

canonical: https://agentsky.dev/help/mac-windows-and-dock
source: https://agentsky.dev/help/mac-windows-and-dock.md
updated: 2026-11-03

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**Work in several chats side by side, each in its own window, and reach your chats from the Dock.**

**Open another window:**

- Choose File › New Window (⇧⌘N).
- Or open a chat's menu and choose Open in New Window.

Each window remembers the chat it has open.

**Use the Dock:**

- The Dock menu has New Chat and Quick Ask, then your recent chats. Running chats come first, marked "Working".
- The Dock icon shows a progress indicator while any chat in that list is working.
- Drop files on the Dock icon to attach them to a new chat, up to 20 at a time. Nothing is sent until you send it.

Where: Mac app › File menu, a chat's menu, and the AgentSky Dock icon.

Good to know: while an agent is using your screen, the Dock menu offers Stop Using This Mac. Related: [Keyboard shortcuts in the Mac app](https://agentsky.dev/help/mac-keyboard-shortcuts), [Open AgentSky from Shortcuts and Spotlight](https://agentsky.dev/help/mac-shortcuts-urls), [Attach files to a chat](https://agentsky.dev/help/attach-files).