Cloud-Synced Nested Sidebar Sections with Clear Visual Hierarchy

I use the Windows ChatGPT desktop app to manage complex, long-running work involving many projects and task-specific chats. Custom sidebar sections are useful, but the current implementation has three major limitations.

1. Projects and sections are visually difficult to distinguish

Projects, custom sections, and the pinned area use very similar typography, colors, indentation, and chevrons. When the sidebar contains many items, it is difficult to understand the hierarchy at a glance.

Projects, sections, chats, and pinned items should have distinct icons and clearer visual styling. Stronger indentation, background highlighting, or hierarchy guides would also improve readability.

2. Sections cannot be nested

Custom sections currently support only a single level. A section cannot contain another section, so users cannot build a directory-like hierarchy such as:

Main Category → Subcategory → Project

This becomes limiting when managing many related projects or long-running areas of work.

3. Sections do not sync across devices

Sections created in the Windows desktop app do not appear when signing in to ChatGPT on another computer. The projects and chats are available, but their section names, ordering, and organization are missing.

This makes custom sections unreliable as a long-term organizational system because the same account has a different sidebar structure on different devices.

Suggested improvements

Please consider making custom sections part of the cloud-synced account or project data model and adding:

  • Cross-device synchronization of section names, ordering, and project membership

  • Nested sections and sub-sections

  • Distinct icons for projects, sections, chats, and pinned items

  • Clearer indentation, background highlighting, and hierarchy guides

  • Consistent organization across the Windows desktop app, web, and other supported clients

Custom sections should function as a persistent, cloud-synced organizational system rather than a device-specific sidebar view.

I’m seeing the same behavior between two Macs. My MacBook Air shows my custom sections, but my Mac Mini shows a flat Projects list. Both are in ChatGPT view and running the same app version. Restarting the Mini didn’t help. Its project menu’s Section submenu only shows “New section,” with none of the existing sections from the Air.

We checked several conversations in their destination projects on both the Mini and Chrome, and those are still there. It seems to be the section organization that isn’t carrying over.

Are sections stored locally by design, or should they sync between devices? Has anyone found a fix?

Written with help from Apex, my OpenAI dot, based on my own testing and observations. Reviewed and approved by me.