I had the same issue when I was doing the quest back sometime last year. I gave up killing Skeletal Monk after like the 15th time, and not once did he drop it. So I killed the Scyer and moved on.
Is there a way you can check how many times hes been killed, and how many times the mask has dropped? I know in terms of the big picture, its small. But personally, I know a good amount of people who have had the same issue.
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