- Editor of the New York Times crossword since 1993, and the Sunday morning puzzle master on National Public Radio's Weekend Edition.
- Graduated from Indiana University with a self-created degree in enigmatology, or the analysis of puzzles, codes, and mysteries.
- Founded the annual American Crossword Puzzle Tournament in 1978 and still directs it.
- Created the crossword puzzle through which Jon Stewart, former host of The Daily Show, proposed to his wife.
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