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The same problem here. Sometimes (with my iPad pro 10.5) it helps to power down the tablet and power it on whilst being connected to the Mac via USB. The same procedure does not do the trick with my iPhone Xs. The phone will show up in the dev menu after booting only to disappear again after unlocking the phone and the SIM. (Safari 13.0.1 / iOS 13.1.1 / iPadOS 13.1.1)