I have a 1000 crossword puzzles and a 1000 solvers - each individual is assigned a 100 arbitrary puzzles to solve (so each solver gets exactly 100 puzzles but each puzzle could have 1-1000 solvers) - at the end of the day each we compile a list of (puzzle, solver, time to solve) - based on this info how do you arrange: A. Puzzles by order of difficulty? B. Solvers by order of capability?
Further there are situations where Player A has solved Puzzle X in a time shorter than Player B while at the same time Player B has solved Puzzle Y in a time shorter than Player A.