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In WW2, navy ships had to pretty much fill the sky with lead to bring down strafing planes

And what were those strafing planes airspeed? They also had a human in them so their SA is in the here and now, not through a datalink.

bobbing and rolling boat, is much harder than you might think.

The same would be true for the guy in Nellis working through a datalink to bring guns to bear. I could buy a Hellfire, but that would be way to expensive, the reload would mean little coverage. And there ain't no way the US is going to be blowing up $1000 dollar boats with Hellfires without something better in them than your average Somali pirate.