Ok apparently the verifyReceipt is deprecated a few days a go. Is it a coincidence that it's not working anymore or is there a relation with the deprecation? Maybe Apple want to 'motivate' users this way to move to the new API
herbertv
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Additional tip: make sure bluetooth is enabled on your macbook, needed for WatchOS. Had the problem this morning again, and realized after an hour or so that BT was off.