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Should be a marker on eastern side of island near the rocks. Jump into ocean at this marker and sink to bottom. At the bottom, the floor is sand; dig this up and you'll sink into a lower level. This new chamber is open to air, and the missing guy is down there, turned around and facing the wall.
https://youtu.be/K9PNVlyfVMk?t=1073
From about 17:30 to 20:00. I am not author of this video; just one I found to show you where he is.
You still have Rockfish, Clownfish, Sunfish, and Mackerel in Gilian's Fish Cage? Removing a fish you had previously put into the cage might break it.
Maybe sail back to IOA and return to Angler's Isle? I think you'll have to put the Thug's Mug into the chest first as Brownbeard doesn't let you travel with it.
Save, close software, restart and load might work, too.