Win Ben Stein's Money
7/28/97 - Russell vs. Kate vs. David
9/19/97 - Craig vs. Rose vs. Hank
9/22/97 - Dave vs. Roberta vs. Andrew
9/23/97 - Hari vs. Elizabeth vs. Andy
9/24/97 - Kathleen vs. Pat vs. Dorothy
9/25/97 - Fred vs. Deborah vs. David
9/26/97 - Alan vs. Debra vs. Will
9/29/97 - Carolyn vs. Ray vs. Melissa
9/30/97 - Joey vs. Julie vs. Tony
10/1/97 - Harry vs. Janis vs. Larry
10/2/97 - Barry vs. Charlene vs. Matt
10/3/97 - Jared vs. Pat vs. Ed
10/10/97 - David vs. Vicky vs. Mitchell
4/15/98 - Alan vs. Carolyn vs. Norm - 2nd season premiere
4/16/98 - Philip vs. Alexandria vs. Dan
4/17/98 - Steven vs. Maureen vs. Chris
4/20/98 - Fernando vs. Susan vs. Andrew
4/21/98 - Dan vs. Rebecca vs. Erik
4/22/98 - Jason vs. Jill vs. Dave
4/23/98 - Tom vs. Carol vs. Curtis Warren
4/27/98 - James vs. Aleta vs. Curt
4/28/98 - Rob vs. Kris vs. Gene
4/29/98 - Ruben vs. Amber vs. Michael
4/30/98 - A.J. vs. Curt vs. Karen
May, 1998 - David vs. Kaz vs. Neil
May, 1998 - Jessica vs. Stephen vs. Kerry
May, 1998 - Rick vs. Jennifer vs. Chad
May, 1998 - Hans vs. Carrie vs. Steve
5/4/98 - Michael vs. Kelly vs. Peter
5/11/98 - Nick vs. Lori vs. Kim
5/19/98 - Bryan vs. Diana vs. Dean
1998 - Daily show special with Lewis vs. Beth vs. Steve
6/2/98 - Chuck vs. Carol vs. Kurt
6/10/98 - Nancy vs. Anthony vs. Glrah - Jimmy gives Ben flowers!
6/15/98 - Jim vs. Emily vs. Aaron
6/22/98 - Terry vs. Karen vs. Christian
7/1/98 – Christopher vs. Lisa vs. Bob – Bob scores a perfect 10 in the bonus round!
7/2/98 - Randal vs. Lisa vs. Michael
9/21/98 - Doug vs. Charlene vs. David - $5,000 win - All 3 are former $5,000 winners
9/28/98 - Dina vs. Dave vs. Maggie
10/7/98 - Rosemary vs. Josh vs. Susie
10/12/98 - Tyler vs. Song vs. Roger
10/13/98 - Sheryl vs. David vs. Heather
10/22/98 - Leslie vs. Robert vs. Eileen
10/28/98 - Ron vs. Pamela vs. John
10/29/98 - Andrea vs. John vs. Jean
10/31/98 - Aaron vs. Susan vs. Jim - Halloween episode
11/2/98 - Johanna vs. Chris vs. Hilary
11/3/98 - Matt vs. Dalia vs. Casey
11/10/98 - Christine vs. David vs. Lisa
11/18/98 - Kerry vs. Robert vs. Maura
11/19/98 - Peggy Noonan vs. Jim Glassman vs. Arianna Huffington
1998 - Brandon vs. Melissa vs. David
1998 - Ted vs. Mary vs. Andrew
1998 - Stephen vs. Caroline vs. Max
1998 - Glenn vs. Tina vs. Dan - $5,000 win
1998 - Michael vs. Deb vs. John
1998 - Nat vs. Bryson vs. Patrick - $5,000 win
Yvonne vs. Ed vs. Elin
Devin vs. Mary vs. Brian - Jimmy curses Ben uncensored
David vs. Christina vs. Kelly - 0 scored by contestant in the test of knowledge
Billy vs. Cherie vs. Scott - Dunce cap given and contestant scores 1 in the test of knowledge
Rosemary vs. Josh vs. Susie
4/12/99 - Nina vs. Bob vs. Pamela - 1st episode of the 3rd season
4/13/99 - Andrew vs. Heather vs. Dave
4/14/99 - Dan vs. Erin vs. Paul
4/15/99 - Alan vs. Lynne vs. Bryan
4/16/99 - Douglass vs. Joy vs. Bud
4/19/99 - Mathieu vs. Meredith vs. Robert
4/20/99 - J.P. vs. Rachel vs. Jason
4/21/99 - Chris vs. Snowden vs. Joey
4/22/99 - Steve vs. Liz vs. Glenn
4/23/99 - Evan vs. Maria vs. Michael
4/29/99 - Lou vs. Ellen vs. Keleigh - Contestant scores 1 in the test of knowledge
4/30/99 - Kelly vs. Gwen vs. Gary
5/3/99 - Jeff vs. Elena vs. Marshall
5/4/99 - Juliet vs. Scott vs. Dominique
5/5/99 -Robert vs. Lisa vs. Andy
5/6/99 - J.R. vs. Donna vs. Elwood
Jay vs. Suzanne vs. Ron
6/2/99 - Tony vs. Lara vs. Terrence
6/3/99 - Bruce vs. Summer vs. Chad
6/4/99 - Steve vs. Amber vs. Jason
6/8/99 - Alec vs. Adrianne vs. Luther - Ben is Mr. Rogers for this show!
6/9/99 - Ron vs. Anne vs. Chris
6/10/99 - Colin vs. Sarah vs. Gene
6/11/99 - Gary vs. Rachael vs. Wenzel
6/14/99 - All College Student episode - Kelly vs. Ryan vs. Ruth
6/15/99 - Greg vs. Carol vs. John - Ben wear an Annie wig!
6/16/99 - Chris vs. Tanya vs. Dave
6/17/99 – Mark vs. Lynne vs. Tim - Ben and Jimmy switch roles for this show
6/18/99 - Steve vs. Toni vs. Ron - Funny opening!
6/22/99 - Steve vs. Carolyn vs. Michael
6/23/99 - Mark vs. Maria vs. Joel
6/24/99 - Jim vs. Adrienne vs. Joe
6/25/99 - Bruce vs. Kris vs. John
6/28/99 - Michael vs. Allison vs. Bruce
6/29/99 - Steve vs. Jenny vs. Lyman
6/30/99 - John vs. Alice vs. Keith
7/1/99 - Sam vs. Mikka vs. Jim - Somebody gets the Dunce Cap!
7/2/99 - Hunt vs. Karen vs. Zeke
7/6/99 - Tony vs. Maggie vs. Michael
7/7/99 - Al vs. Kathleen vs. Tully
7/8/99 - Geoff vs. Maria vs. Steven
9/21/99 - Michael vs. Kathy vs. Ted - Ben appears as a scout leader!
9/29/99 - Paula vs. Connie vs. Diane
10/1/99 - Greg vs. Mo vs. Adam - Celebrity hosts play
10/4/99 - Jill vs. Craig vs. Lisa
10/5/99 - Michael vs. Carleen vs. Rocky
10/6/99 - Cisco vs. Laura vs. Darren
10/7/99 - Al vs. Liz vs. Dan
10/8/99 - Paul vs. Wendy vs. Mark
10/11/99 - David vs. Shoshana vs. Larry
10/12/99 - Aran vs. Nancy vs. Pat
10/13/99 - Wilson vs. Pam vs. John
10/14/99 - Art vs. Cathy vs. Andrew - Ben appears a surgeon and Jimmy as a nurse!
10/15/99 - Jeff vs. Mary Ellen vs. Cecil
10/18/99 - Naree vs. Bob vs. Amy
10/19/99 - Dave vs. Suzy vs. Theo
10/21/99 - Robert vs. Andrea vs. Chad - Everybody is in a toga!
10/22/99 - Michael vs. Kristy vs. Walter
10/25/99 - Jenna vs. Dan vs. Kathleen
10/27/99 - Barry vs. Roneet vs. Josh
10/28/99 - Alin vs. Gary vs. Sam
Oct. 1999 - Bob vs. Ann vs. Bruce - Halloween special - Ben as Dracula and Jimmy as Igor
Jeb vs. Kathy vs. Bill
Jim vs. Amy vs. Robert
11/1/99 - David vs. Lisa vs. Chris
11/4/99 - Richard vs. Kristen vs. Pai
11/5/99 - John vs. Jennifer vs. Howard
11/9/99 - Leszek vs. Oscar vs. Greg - Leszek from Jeopardy!
11/10/99 - Lou vs. Elizabeth vs. Robert
11/11/99 - Bruce vs. Steph vs. Paul - Cross Dress show
11/12/99 - Fred vs. Jason vs. Saule
11/17/99 - Bob vs. Ann vs. Bruce
11/18/99 - Jon vs. Elizabeth vs. Richard
11/19/99 - Allen vs. Loretta vs. Nate
11/22/99 - Roger vs. Yolanda vs. Chris
11/23/99 - Meridith vs. Burke vs. Susan - Ben dressed as a cowboy and Jimmy as an indian!
11/26/99 - Larry vs. Jennifer vs. John
H.D. vs. Melissa vs. Vincent
1999 - All 3 contestants are named Ben Stein!
1999 - Joe vs. Heather vs. Greg - Who Wants to be a Millionaire spoof
12/6/99 - Palmer vs. Stephanie vs. Dan - A salute to the 1920s spoof
12/7/99 - Jonathan vs. Annie vs. Corky - A salute to the 1950s spoof
12/8/99 - Brian vs. Renee vs. Al - A salute to the 1960s spoof
12/9/99 - David vs. Sonya vs. Michael - A salute to the 1970s spoof
12/14/99 - Ron vs. Deborah vs. Kevin
12/16/99 - Cathy vs. Dom vs. Laura - Very funny episode!
12/17/99 - WWF special - Raven vs. Kimberly vs. Disco
12/1999 - Mike vs. Linda vs. Jim - New Years Eve special
2000 - John vs. Pam vs. Andrew - Punk Rock spoof
2000 - Judy vs. Jeff vs. Karen - Ben and Jimmy are dressed as pirates
2000 - Michael vs. Beth Ami vs. Grady
2000 - John vs. Jennifer vs. Knowah
2000 - Don vs. Joann vs. Hugh
2000 - Jack vs. Lori vs. Christian
2000 - Mike vs. Meridith vs. Christopher
2000 - Henry vs. Andrea vs. Josh
2000 - Rudy vs. Amy vs. Bob
2000 - William vs. Sheryl vs. Paul - $5,000 win
2000 - Sid vs. Tricia vs. Brian - Spoof of the Blair Witch Project
2000 - Joe vs. Lisa vs. Scott
2000 - Dave vs. Nikki vs. Leo - Tie in the best of 10
2000 - Tom vs. Faith vs. Jon - $5,000 win
2000 - Ben vs. the Clintons
2000 - Joe vs. Heather vs. Craig
2000 - Andy vs. Laurel vs. Carl - Salute to Cuba
2000 - "Ben Stein’s Cup" with 3 previous Best of 10 winners going for $25K
2000 - Funny episode with three Playboy playmates competing
9/7/00 - Jimmy Kimmel's final show - clip show
9/11/00 - Steve vs. Kelli vs. Larry - Nancy Pimental's 1st day
9/12/00 - Kurt vs. Emily vs. Jude - Nancy's 2nd day
9/13/00 - Grant vs. Lauren vs. Jeff - Nancy's 3rd day
11/21/00 - CC vs. Matthew vs. Weird Al
2000 - Stephanie vs. Mark vs. Laini - Ben wears a kilt!
2000 - Rob vs. Pam vs. Seth - Spoof of the Ten Commandments - Ben as Moses and Nancy as an Angel
2000 - Thad vs. Sue vs. Benjamin - Ben Stein for president special!
2000 - Show with Ben as Barbara Bush and Nancy as Jackie Kennedy
2001 - Todd Glass vs. Maria Bamford vs. Amazing Jonathan
2001 - James vs. Lynn vs. Terry - Film Noir spoof - Filmed in Black and White
2001 - Aaron vs. Joanna vs. Bill - Salute to Soap Operas
4/2/01 - Issac vs. Lisa vs. Derek - From Venice Beach!
5/14/01 - 500th episode - Joe vs. Paula vs. James - Jimmy Kimmel appears
6/26/01 - Bil vs. Heidi vs. Bill - Battlebots theme
6/28/01 - Adam vs. Juggies vs. Jimmy Kimmel - Man show theme
10/31/01 - Sandy vs. Deane vs. Jeri - Ben dresses as Frankenstein and Nancy as his bride!
3/25/02 - Ron vs. Shinae vs. Grant - 1st show of the 6th season - Jimmy Kimmel's mom co-hosts
3/26/02 - Stuart vs. Charlotte vs. Sam - Jimmy's uncle co-hosts
3/27/02 - Gary vs. Marlo vs. Mike - Jimmy's 10 year old daughter co-hosts
3/28/02 - Michael vs. Estaire vs. Dan - Jimmy's aunt co-hosts
3/29/02 - Mark vs. Erin vs. Tahm - Jimmy's cousin Sal co-hosts - Ben flips off Sal and Sal moons Ben!
4/1/02 - Dan vs. Megan vs. Bill - Sal's 1st show as permanent co-host
4/2/02 - Peter vs. Theresa vs. Paul
4/3/02 - Mark vs. Paul vs. Ron - Opera show
4/4/02 - Den vs. Jennifer vs. Kim
4/5/02 - Greg vs. Janis vs. Alex
4/8/02 - Bret vs. Rosamond vs. Dave - Medieval show
4/9/02 - Eli vs. Leslie vs. Hung - Many jokes center around Hung's name!
4/26/02 - Dave Foley vs. Sarah Silverman vs. Joe Rogan
11/4/02 - Andy vs. Robin vs. Zach