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Underdog Stories Trivia

From buzzer-beaters and miracle upsets to underdog political twists, show you can root for the unexpected winners.

EXAMPLE QUESTIONS

In 1938, Henry Armstrong uniquely held world titles at once—across how many weight divisions?

Three

trailing in polls a week before Election Day, which candidate won the 1980 U.S. presidential election after a momentum-shifting debate on October 28?

Ronald Reagan

Which NBA star, once dismissed as “too small”, became an all-time three-point marksman and a two-time MVP?

Stephen Curry

Which 18-point AFL underdogs upset the Baltimore Colts 16–7 in Super Bowl III at the Orange Bowl?

New York Jets

Counting his brief unretirement in 2022, how many times did Tom Brady announce his NFL retirement?

Twice