Theory: Manafort's iCloud settings weren't set to "break the law and get away with it" because after his last set of computers got seized no competent tech people wanted to work for him.
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Now that FBI can hack with a warrant, we should expect the same kind of hacking we've seen evidence of against overseas/704b targets in the US. And given that this iCloud warrant is only now being disclosed it may be some time to find out about a hacking warrant.
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