Ryan Sharpe won a Jeopardy! Second Chance semifinal on Dec. 31, 2025, advancing to the Jan. 1–2 finals.

Ryan Sharpe, a recent Ontario graduate, won a dramatic Jeopardy! Second Chance semifinal on December 31, 2025, overcoming a deficit to advance to the January 1–2 finals. Trailing after early leads by Dan Puma and Jenna Hayes, Sharpe surged in Final Jeopardy, correctly answering "epidural" to win $24,001. Puma wagered heavily but guessed "Tylenol" incorrectly, losing $9,001. Sharpe will join Abigail Arnold and Dondi DeMarco in the finals. The Second Chance winners earn a spot in the Champions Wildcard, with the winner qualifying for the Tournament of Champions.