Crossword clues for the word: TASKMASTER The word TASKMASTER has appeared as an answer to at least 7 crossword clues on different crossword puzzles. Crossword clues for TASKMASTER Showing 1 to 7 of 7 results Clue(s) "Overseer, usually hard" Any Simon Legree Burdensome boss Imposer of hard work Knight having staff restrained by electronic weapon is a harsh overseer One who enforces hard work Ruthless boss