I don't think we have looked a lot at persistence yet. Selection (with filters) seems to work fine for Web Bluetooth and Web USB. Also when plugging in a USB device, a dialog appears which takes you to the URL (Physical Web for Bluetooth), which may allow to auto connect, which at least is the plan for Bluetooth.
In general we are trying to avoid permission dialogs. Too many may teach users to always accept, and only slightly annoying non-modal permission drop downs (like in Chrome) makes sites prompt way too early. On the other hand, no site would want to show a modal device selection dialog at the wrong time.
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