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Wife and I got the EITC soldier updates for the cutlass in Kingshead. No 'not found' messages then, all the sudden, update.
For the ship updates. This was on the final step of the gun quest, 10 antique guns from EITC ships. May not be the same for the other quests but:
I sunk an EITC ship, got an update. I then proceeded to kill navy ships filling my hold. I sunk another EITC ship, no update. Sunk another half dozen, no updates. I docked and unloaded the ship and went specifically after the EITC ships and, got an update for every one I sunk. I then filled the remainder of the hold with navy ship plunder, sunk 3 more EITC ships with no updates. Unloaded at a wild island and went back out and got the last 3 updates with the first three EITC ships I sank.
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