The win-streak champ went head to head with James Holzhauer and Brad Rutter in the quiz show’s “Greatest of All Time” tournament.
Former champs James Holzhauer, Ken Jennings and Brad Rutter squared off in Match 1 of the GOAT showdown.
The two struggled with a Trump-related answer on the first night of the Tournament of Champions final.
Holzhauer won his semifinal to advance to the final to face the librarian who ended his 32-game streak.
His conservative betting in the Tournament of Champions led him to mock conspiracy theories from his previous reign on the show.
The "Jeopardy!" champ lauded the 29-year-old Colts quarterback for retiring, but some Twitter users turned the comment right back at the game-show whiz.
Holzhauer donated $1,109.14 to a pancreatic cancer walk in the name of the venerable game show host, who has been fighting the disease.
"I knew I wasn't going to go on a long streak," Emma Boettcher said after falling in her third title defense.
Host Alex Trebek dubbed her "the giant killer" in her first match since she ended James Holzhauer's dominant run.
The 2004 record holder even jabbed at Holzhauer's stiff smile in a lighthearted exchange on Twitter.