| Season
|
Tournament
|
Name
|
Winnings
|
Total winnings after their Tournament
|
| 2
|
1985 Tournament of Champions
|
Jerry Frankel
|
$100,000
|
$132,650
|
| 3
|
1986 Tournament of Champions
|
Chuck Forrest
|
$172,800
|
| 1987 Teen Tournament
|
Michael Galvin
|
$25,000
|
| 1987 Seniors Tournament
|
Zeke Sevilla Jr.
|
| 4
|
1987 Tournament of Champions
|
Bob Verini
|
$100,000
|
$146,802
|
| 1988 Jeopardy! Teen Tournament
|
Michael Block
|
$25,000
|
| 1988 Seniors Tournament
|
Peggy Kennedy
|
| 5
|
1988 Tournament of Champions
|
Mark Lowenthal
|
$100,000
|
$149,901
|
| 1989 Teen Tournament
|
Eric Newhouse
|
$28,100
|
| 1989 College Championship
|
Tom Cubbage
|
$26,600
|
| 1989 Seniors Tournament
|
Ouida Rellstab
|
$25,000
|
| 6
|
1989 Tournament of Champions
|
Tom Cubbage
|
$100,000
|
$126,600
|
| 1990 Teen Tournament
|
Jamie Weiss
|
$26,000
|
| 1990 College Championship
|
Michael Thayer
|
$25,000
|
| 1990 Super Jeopardy!
|
Bruce Seymour
|
$250,000
|
$305,989
|
| 1990 Jeopardy! Seniors Tournament
|
George Soule
|
$25,000
|
| 7
|
1990 Tournament of Champions
|
Bob Blake
|
$100,000
|
$192,501
|
| 1991 Teen Tournament
|
Andrew Westney
|
$25,000
|
| 1991 College Championship
|
Scott Gillispie
|
$27,400
|
| 1991 Seniors Tournament
|
Lou Pryor
|
$26,601
|
| 8
|
1991 Tournament of Champions
|
Jim Scott
|
$100,000
|
$149,300
|
| 1992 Teen Tournament
|
April McManus
|
$25,000
|
| 1992 College Championship
|
Billy Baxter
|
$26,200
|
| 1992 Seniors Tournament
|
Leonard Schmidt
|
$25,000
|
| 9
|
1992 Tournament of Champions
|
Leszek Pawlowicz
|
$100,000
|
$175,400
|
| 1993 Teen Tournament
|
Fraser Woodford
|
$28,999
|
| 1993 College Championship
|
Phoebe Juel
|
$28,000
|
| 1993 Seniors Tournament
|
Marilyn Kneeland
|
$25,000
|
| 10
|
1993 Tournament of Champions
|
Tom Nosek
|
$100,000
|
$165,240
|
| 1993 10th Anniversary Tournament
|
Frank Spangenberg
|
$41,800
|
$154,397
|
| 1994 Teen Tournament
|
Matt Morris
|
$29,601
|
| 1994 College Championship
|
Jeff Stewart
|
$25,000
|
| 1994 Seniors Tournament
|
Bart Thomas
|
| 11
|
1994 Tournament of Champions
|
Rachael Schwartz
|
$100,000
|
$137,499
|
| 1995 Teen Tournament
|
Matt Zielenski
|
$42,300
|
| 1995 College Championship
|
Ben Lyon
|
$25,000
|
| 1995-A Seniors Tournament
|
Aaron Klein
|
| 12
|
1995 Tournament of Champions
|
Ryan Holznagel
|
$100,000
|
$149,413
|
| 1995-B Seniors Tournament
|
David Cuneo
|
$28,000
|
| 1996 Jeopardy! College Championship
|
Shane Whitlock
|
$32,800
|
| 1996 Teen Tournament
|
Amanda Goad
|
$31,200
|
| 1996 Olympic Games Tournament
|
Ulf Jensen
|
$25,000
|
| 13
|
1996 Tournament of Champions
|
Michael Dupée
|
$100,000
|
$166,401
|
| 1997-A Teen Tournament
|
Josh DenHartog
|
$25,000
|
| 1997 International Tournament
|
Michael Daunt
|
$35,000
|
$107,398
|
| 1997 College Championship
|
Craig Barker
|
$25,000
|
| 14
|
1997-B Teen Tournament
|
Sahir Islam
|
$26,300
|
| 1998 Tournament of Champions
|
Dan Melia
|
$100,000
|
$175,600
|
| 1998 Battle of the Bay Area Brains
|
Michael Rankins
|
$7,700
|
$69,798
|
| 1998 College Championship
|
Andrew Hutchings
|
$25,000
|
| 15
|
1998 Teen Reunion Tournament
|
Eric Newhouse
|
$50,000
|
$93,100
|
| 1999 Tournament of Champions
|
Dave Abbott
|
$100,000
|
$168,599
|
| 1999-A Teen Tournament
|
Melissa Sexstone
|
$25,000
|
| 1999 College Championship
|
Carolyn Cracraft
|
| 16
|
1999-B Teen Tournament
|
Chacko George
|
| 2000-A College Championship
|
Janet Wong
|
$50,000
|
| 2000 Tournament of Champions
|
Robin Carroll
|
$100,000
|
$164,100
|
| 17
|
2000-B College Championship
|
Pam Mueller
|
$50,000
|
| 2001 International Championship
|
Robin Carroll
|
$50,000
|
$214,100
|
| 2001 Teen Tournament
|
Graham Gilmer
|
$50,000
|
| 18
|
2001 Tournament of Champions
|
Brad Rutter
|
$100,000
|
$155,102
|
| 2001 College Championship
|
Vinita Kailasanath
|
$50,000
|
| 2002 Teen Tournament
|
Bernard Holloway
|
| 2002 Million Dollar Masters
|
Brad Rutter
|
$1,000,000
|
$1,155,102
|
| 19
|
2002 College Championship
|
Kyle Hale
|
$51,300
|
| 2003 Teen Tournament
|
John Zhang
|
$50,000
|
| 2003 Tournament of Champions
|
Mark Dawson
|
$250,000
|
$302,599
|
| 20
|
2003 College Championship
|
Keith Williams
|
$50,000
|
| 2004 Teen Tournament
|
Jennifer Wu
|
$75,000
|
| 21
|
2004 Tournament of Champions
|
Russ Schumacher
|
$250,000
|
$315,800
|
| 2004 College Championship
|
Kermin Fleming
|
$100,000
|
| 2005 Teen Tournament
|
Michael Braun
|
$75,000
|
| 2005 Ultimate Tournament of Champions
|
Brad Rutter
|
$2,115,000
|
$3,270,102
|
| 22
|
2005 College Championship
|
Nico Martinez
|
$100,000
|
| 2006 Teen Tournament
|
Papa Chakravarthy
|
$75,000
|
| 2006 Tournament of Champions
|
Michael Falk
|
$250,000
|
$310,403
|
| 23
|
2007 Teen Tournament
|
David Walter
|
$75,000
|
| 2007 College Championship
|
Cliff Galiher
|
$100,000
|
| 2007 Teen Tournament Summer Games
|
Meryl Federman
|
$75,000
|
| 24
|
2007 Tournament of Champions
|
Celeste DiNucci
|
$250,000
|
$334,601
|
| 2008-A Teen Tournament
|
Rachel Horn
|
$75,000
|
| 2008 College Championship
|
Joey Beachum
|
$100,000
|
| 25
|
2008-B Teen Tournament
|
Anurag Kashyap
|
$75,000
|
| 2009 Tournament of Champions
|
Dan Pawson
|
$250,000
|
$421,902
|
| 2009 College Championship
|
Patrick Tucker
|
$100,000
|
| 26
|
2009 Teen Tournament
|
Rachel Rothenberg
|
$75,000
|
| 2010-A College Championship
|
Nick Yozamp
|
$100,000
|
| 2010 Tournament of Champions
|
Vijay Balse
|
$250,000
|
$334,400
|
| 27
|
2010-B College Championship
|
Erin McLean
|
$100,000
|
| 2011 Teen Tournament
|
Raynell Cooper
|
$75,000
|
| 2011 Teachers Tournament
|
Charles Temple
|
$100,000
|
| 28
|
2011 Tournament of Champions
|
Roger Craig
|
$250,000
|
$481,200
|
| 2012 College Championship
|
Monica Thieu
|
$100,000
|
| 2012-A Teachers Tournament
|
Patrick Quinn
|
| 2012 Teen Tournament
|
Elyse Mancuso
|
$79,600
|
| 29
|
2012-B Teachers Tournament
|
Colby Burnett
|
$100,000
|
| 2013 Teen Tournament
|
Leonard Cooper
|
$75,000
|
| 2013 Tournament of Champions
|
Colby Burnett
|
$250,000
|
$350,000
|
| 2013 College Championship
|
Jim Coury
|
$100,000
|
| 30
|
2013 Teachers Tournament
|
John Pearson
|
| 2014 College Championship
|
Terry O'Shea
|
| 2014 Battle of the Decades
|
Brad Rutter
|
$1,000,000
|
$4,370,102
|
| 2014 Teen Tournament
|
Jeff Xie
|
$75,000
|
| 31
|
2014 Tournament of Champions
|
Ben Ingram
|
$250,000
|
$427,534
|
| 2015 Teachers Tournament
|
Jennifer Giles
|
$100,000
|
| 32
|
2015 Tournament of Champions
|
Alex Jacob
|
$250,000
|
$401,802
|
| 2016 College Championship
|
Sam Deutsch
|
$100,000
|
| 2016 Teachers Tournament
|
Jason Sterlacci
|
| 33
|
2016 Teen Tournament
|
Sharath Narayan
|
| 2017 College Championship
|
Lilly Chin
|
| 2017 Teachers Tournament
|
David Clemmons
|
| 34
|
2017 Tournament of Champions
|
Buzzy Cohen
|
$250,000
|
$416,603
|
| 2018 College Championship
|
Dhruv Gaur
|
$100,000
|
| 2018 Teachers Tournament
|
Larry Martin
|
| 35
|
2018 Teen Tournament
|
Claire Sattler
|
| 2019 All-Star Games
|
Brad Rutter
|
$333,334
|
$4,703,436
|
| David Madden
|
$333,333
|
$775,733
|
| Larissa Kelly
|
$661,930
|
| 2019 Teachers Tournament
|
Francois Barcomb
|
$100,000
|
| 2019 Teen Tournament
|
Avi Gupta
|
| 36
|
2019 Tournament of Champions
|
James Holzhauer
|
$250,000
|
$2,714,216
|
| 2020 The Greatest of All Time
|
Ken Jennings
|
$1,000,000
|
$4,372,700
|
| 2020 College Championship
|
Nibir Sarma
|
$100,000
|
| 2020 Teachers Tournament
|
Ben Henri
|
| 37
|
2021 Tournament of Champions
|
Sam Kavanaugh
|
$250,000
|
$407,202
|
| 38
|
2021 Professors Tournament
|
Sam Buttrey
|
$100,000
|
| 2022 National College Championship
|
Jaskaran Singh
|
$250,000
|
| 39
|
2022 Second Chance competition
|
Jessica Stephens (Week 1)
|
$35,000
|
$37,000
|
| Rowan Ward (Week 2)
|
$36,000
|
| 2022 Tournament of Champions
|
Amy Schneider
|
$250,000
|
$1,634,800
|
| 2023 High School Reunion Tournament
|
Justin Bolsen
|
$100,000
|
$110,000
|
| 2023 Masters
|
James Holzhauer
|
$500,000
|
$3,464,216
|
| 40
|
2023 Second Chance competition
|
Hari Parameswaran (Week 1)
|
$35,000
|
$36,000
|
| Deanna Bolio (Week 2)
|
| Jilana Cotter (Week 3)
|
$37,000
|
| 2023 Champions Wildcard
|
Josh Saak (Spades edition)
|
$100,000
|
$168,405
|
| Emily Sands (Diamonds edition)
|
$175,000
|
| Nick Cascone (Clubs edition)
|
$127,801
|
| Yungsheng Wang (Hearts edition)
|
$186,202
|
| 2023-2024 Second Chance competition
|
Juveria Zaheer (Week 1)
|
$35,000
|
$36,000
|
| Xanni Brown (Week 2)
|
$37,000
|
| Matt Harvey (Week 3)
|
| Long Nguyen (Week 4)
|
$36,000
|
| 2024 Champions Wildcard
|
Juveria Zaheer (Group 1)
|
$100,000
|
$136,000
|
| Deb Bilodeau (Group 2)
|
$117,601
|
| 2024 Tournament of Champions
|
Yogesh Raut
|
$250,000
|
$348,403
|
| 2024 Invitational Tournament
|
Victoria Groce
|
$100,000
|
$123,801
|
| 2024 Masters
|
$500,000
|
$623,801
|
| 41
|
2024-2025 Second Chance competition
|
Will Yancey (Week 1)
|
$35,000
|
$37,000
|
| Drew Goins (Week 2)
|
$38,000
|
| 2025 Champions Wildcard
|
Mehal Shah
|
$100,000
|
$148,062
|
| 2025 Tournament of Champions
|
Neilesh Vinjamuri
|
$250,000
|
$306,099
|
| 2025 Invitational Tournament
|
Matt Amodio
|
$150,000
|
$1,879,601
|
| 2025 Masters
|
TBA
|
$500,000
|
|