The Greatest of All Time.
"It's a pleasure to pick up the buzzer and be on the set and hear your voice", Jennings told Trebek partway through the hour, when the host chatted with each contestant.
Even while going through grueling rounds of cancer treatment, Trebek says he's always able to rally once the Jeopardy! cameras start rolling: "For some reason, I can suck it up when [announcer] Johnny [Gilbert] introduces me, and it doesn't matter how I've been feeling before that moment in my dressing room backstage... it's just showtime".
Jennings and Holzhauer ended up in a one-on-one battle Tuesday night during the first round of the "Jeopardy!". Come Wednesday, Holzhauer was right back at his game with the trash talk against Jennings, pointing out how Jennings had never won a Jeopardy tournament. Holzhauer was just $200 shy with $63,200.
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Jennings, 45, holds records for most consecutive games won and highest winnings during regular season play at 74 and $2.5 million respectively. The Greatest of All Time was decided by a couple hundred dollars, and that's with James Holzhauer failing to secure a Daily Double in the first two games. While contestants don't usually spend much time with Trebek outside of what you seen on TV, one of my own personal experiences is him comforting me and my fellow contestants after my first game saying that the questions that day were really hard (which our scores reflected, as you can see in the video below).
For his part, Rutter, 41, has earned the most money in "Jeopardy!" history, a whopping $4,688,436. Rutter first appeared on Jeopardy in 2000, when Jeopardy limited returning champions to five games. Rutter said that he felt as if he hadn't lost a step.
"I love the life 'Jeopardy!' gave me".