Headline Harry and the Great Paper Race is an educational video game by Davidson & Associates based on newsroom journalism. It was published in 1991 MS-DOS and 1992 for Classic Mac OS. The game has a "find-the-clue" format in the vein of Where in the World is Carmen Sandiego?.

Reception Caitlin Ackelson reviewed the game for Computer Gaming World, and stated that "Headline Harry is a newsworthy "scoop" in educational software. Funny and compelling, it gives kids a reporter's-eye view of U.S. history. With its treasure-hunt approach to learning and adventure game format, the game provides an entertaining approach to U.S. political and cultural history and the fast-paced, superglamorous world of journalism."

The Los Angeles Times described it as "Carmen San Diego Meets the Front Page". Compute! called the game "Complex, but not frustrating".

See also The Fleet Street Phantom

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