Auto update on Mac (Monterey) breaks launch icon

Plex Players Desktop Players
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Server Version#: Version 1.25.0.5282
Player Version#: Version 1.38.0.2734-ec4489fe

On my Mac (an iMac running Monterey) I install the desktop app by downloading it and dragging the icon into my Applications folder in my dock. I then click the Applications folder in my doc and then the Plex icon to launch the Plex app.

However after the desktop app does an auto-update, clicking the Plex icon instead opens it as if it were a folder, showing a Contents subfolder with other subfolders inside that. I suspect it somehow loses the flag that tells the system that it’s an app bundle, not a folder. I have to download the app again from scratch and replace it in my Applications folder in my dock in order to get it to launch again when I click the icon.

Note that opening the app from the Launchpad, from Spotlight and from the Finder still work correctly after an auto-update—it’s just the icon in the dock Applications folder that no longer works correctly.

Does anyone know of a way to get it to stop breaking with every update?

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There’s no flag to tell macOS that it’s an app; it’s just a directory named Foo.app.

This also happens with Plex Media Server.app. I swear I’ve seen it affect other apps in the past.

I think the Plex Updater tickles this, but I suspect it’s fundamentally a Dock bug. Killing the Dock app (killall Dock) immediately fixes it, as does logging out and back in.

It’s also interesting (annoying) that Plex apps show a date of 1969 after they’ve been updated.

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