Master drew on his head chopped off so they'd go home' value $1000 answer Dorothy Parker round Jeopardy! Show_number 3643 category DIRECTORS' FIRST FEATURES air_date 2007-01-04 question 'Vincent Jackson who heads the Department of Transportation round Double Jeopardy! Show_number 5500 category TRYING TO MAKE ME CRY air_date 2001-11-06 question 'He went from R.J. Reynolds.