Roundabout 1.0
Roundabout 1.0 is out — the first release I’d call stable rather than “something I’m working on.”
If you haven’t seen it before: Roundabout is a free macOS menu-bar app that remembers your actual working contexts — not just which app you were using, but which Terminal tab, which Safari tab, which specific window — and jumps straight back into one with a single Option-Tab gesture, the same way Cmd-Tab jumps back to your last app. It generates a short summary of what’s actually happening in each tab (entirely on-device via Apple Intelligence by default, so nothing about what you’re working on leaves your Mac), so when you switch, you can actually tell what you’re switching into.
Free, and signed and notarized by Apple, so there’s no Gatekeeper warning to click through. Requires macOS 26+.
Install
- Download the DMG above and open it.
- Drag Roundabout into Applications.
- Launch it from Applications (or Spotlight) — it lives in the menu bar, not the Dock.
- Grant Accessibility (for the Option-Tab switcher) and Automation (for Terminal/Safari tracking) when prompted. Both take effect immediately — no need to quit and relaunch.
What’s new in 1.0
- A proper signed, notarized build — no more workarounds to get macOS to trust it.
- The install flow itself got smoother: granting Accessibility or Automation permission now takes effect immediately, without quitting and relaunching the app.
- Safari contexts now show the page’s domain, so you can recognize a tab at a glance before its summary even loads.
More on how it’s built, and the full story of what went into this release, is on the original post and the source on GitHub.