History YMMV / WinBenSteinsMoney

* HilariousInHindsight: One 2000 episode parodied ''Series/WhoWantsToBeAMillionaire'', with Jimmy offering his help as a way to help the contetants cheat in the second round. Within eleven months of ''Millionaire''[='=]s syndicated run ending in May, 2019, Creator/ABC revives the format, broadcasting it as its original primetime formate, with Kimmel as host... [[IronicEcho and contestants can now ask for Kimmel's help as a lifeline]].

* WhatAnIdiot: This answer:
-->'''Ben:''' In Ben Franklin's kite-flying experiment, what object was tied to the string of the kite?\\
'''Contestant:''' The antenna of his house.[[note]]Franklin ''did'' invent the lightning rod later the same year, and had apparently speculated about them previously. It's possible, but unlikely, that this contestant confused the two. The answer, in any case, is a key.[[/note]]\\
'''Ben''' (after puts down his question card and does a scowl and BadassArmFold towards the contestant): What kind of antenna do you think?\\
'''Jimmy:''' His satellite dish!
** From the show's second season, one question asked the contestants about what liquid pasteurization was first used on. [[spoiler:(Wine.)]] As dumb as one player's response was, at least he ''tried'' to justify it.
---> '''Contestant:''' Cheese?\\
'''Ben:''' No. You think cheese is a liquid?\\
''(audience laughs)''\\
'''Contestant:''' If it's Kraft!

* ReplacementScrappy: Nancy Pimental ''and'' Sal Iacono.
** Both lacked the chemistry Kimmel had with Ben. Nancy in particular was not well suited to [[VitriolicBestBuds the banter Ben had been exchanging with Kimmel]]. The previously funny insults that were just part of the show now came off as more mean-spirited.

* HilariousInHindsight: One 1998 episode parodied ''Series/WhoWantsToBeAMillionaire'', with Jimmy offering his help as a way to help the contetants cheat in the second round. Within eleven months of ''Millionaire''[='=]s syndicated run ending in May, 2019, Creator/ABC revives the format, broadcasting it as its original primetime formate, with Kimmel as host... [[IronicEcho and contestants can now ask for Kimmel's help as a lifeline]].

--> '''Ben''': In Ben Franklin's kite-flying experiment, what object was tied to the string of the kite?
--> '''Contestant''': The antenna of his house.[[note]]Franklin ''did'' invent the lightning rod later the same year, and had apparently speculated about them previously. It's possible, but unlikely, that this contestant confused the two. The answer, in any case, is a key.[[/note]]
--> "Ben puts down his question card and does a scowl and BadassArmFold towards the contestant": What kind of antenna do you think?
--> '''Jimmy''': His satellite dish!

* SugarWiki/AwesomeMoments: Those who won the $5,000 ''earned every penny'' — including one who [[https://www.youtube.com/watch?v=JhpO7nMBTdg went a perfect 10-for-10 against Ben's 9-for-10]]. (The same episode also features Ben and Jimmy [[SugarWiki/FunnyMoments dropping their pants]] after the contestant won the BonusRound on a bet.)

--> '''Contestant''': The antenna of his house. [[labelnote:note]] Franklin ''did'' invent the lightning rod later the same year, and had apparently speculated about them previously. It's possible, but unlikely, that this contestant confused the two. The answer, in any case, is a key. [[/note]]

--> '''Contestant''': The antenna of his house.[[labelnote:note]]Franklin ''did'' invent the lightning rod later the same year, and had apparently speculated about them previously. It's possible, but unlikely, that this contestant confused the two. The answer, in any case, is a key.[[/note]]

--> '''Contestant''': The antenna of his house.

** Both lacked the chemistry Kimmel had with Ben. Nancy in particular was not well suited to the banter Ben had been exchanging with Kimmel. The previously funny insults that were just part of the show now came off as more mean-spirited.

* SugarWiki/AwesomeMoments: Those who won the $5,000 ''earned every penny'' — including one who [[https://www.youtube.com/watch?v=JhpO7nMBTdg went a perfect 10-for-10 against Ben's 9-for-10]]. (The same episode also features Ben and Jimmy [[SugarWiki/FunnyMoments dropping their pants]] after the contestant won the BonusRound on a bet.)
-->"I am humbled, I hate you, get out of here! You've done enough damage!"

---> '''Contestant:''' Cheese?
---> '''Ben:''' No. You think cheese is a liquid?
---> ''(audience laughs)''
---> '''Contestant:''' If it's Kraft!

* SugarWiki/MomentOfAwesome: Those who won the $5,000 ''earned every penny'' — including one who [[http://www.youtube.com/watch?v=JhpO7nMBTdg went a perfect 10-for-10 against Ben's 9-for-10]]. (The same episode also features Ben and Jimmy [[SugarWiki/FunnyMoments dropping their pants]] after the contestant won the BonusRound on a bet.)

** From the show's second season, one question asked the contestants about what liquid pasteurization was first used on. [[spoiler:(Wine.)]] As dumb as one player's response was, at least he tried justifying it.

** From the show's second season, one question asked the contestants about what liquid pasteurization was first used on. As dumb as one player's response was, at least he tried justifying it.

* SugarWiki/FunnyMoments: Quite a few during the Jimmy Kimmel era.
** In general, whenever a contestant accidentally responded [[Series/{{Jeopardy}} in the form of a question]].

--> "Ben puts down his question card": What kind of antenna do you think?

** In general, whenever a contestant accidentally responded [[{{Jeopardy}} in the form of a question]].
* SugarWiki/MomentOfAwesome: Those who won the $5,000 ''earned every penny'' — including one who [[http://www.youtube.com/watch?v=JhpO7nMBTdg went a perfect 10-for-10 against Ben's 9-for-10.]] (The same episode also features Ben and Jimmy [[SugarWiki/FunnyMoments dropping their pants]] after the contestant won the BonusRound on a bet.)

* FunnyMoments: Quite a few during the Jimmy Kimmel era.
* MomentOfAwesome: Those who won the $5,000 ''earned every penny'' — including one who [[http://www.youtube.com/watch?v=JhpO7nMBTdg went a perfect 10-for-10 against Ben's 9-for-10.]] (The same episode also features Ben and Jimmy [[FunnyMoments dropping their pants]] after the contestant won the BonusRound on a bet.)

* FunnyMoments: Quite a few during the Jimmy Kimmel era.
* MomentOfAwesome: Those who won the $5,000 ''earned every penny'' — including one who [[http://www.youtube.com/watch?v=JhpO7nMBTdg went a perfect 10-for-10 against Ben's 9-for-10.]] (The same episode also features Ben and Jimmy [[FunnyMoments dropping their pants]] after the contestant won the BonusRound on a bet.)

* ReplacementScrappy: Nancy Pimental ''and'' Sal Iacono.