History YMMV / FiveHundredQuestions

** Future ''Series/MasterMinds'' regulars Jonathan Corbblah, Ryan Chaffee, Muffy Marracco, and Raj Dhuwalia all appeared on 500 Questions. [[spoiler:Ryan was the only one who had any success, winning $36,000.]]

* RetroactiveRecognition: James Holzhauer appeared as a challenger in an episode, but he never made it into the game. In 2019, he would proceed to run the tables on ''Series/{{Jeopardy}}'', with a 32-game winning streak and over $2.4 million in total winnings. One thing is for certain: he definitely had to answer way more than 500 questions to reach that goal, and he would return to ABC for the show's primetime ''The Greatest of All Time'' series.

* RetroactiveRecognition: Jamie Holzhauer appeared as a challenger in an episode, but he never made it into the game. In 2019, he would proceed to run the tables on ''Series/{{Jeopardy}}'', with a 32-game winning streak and over $2.4 million in total winnings. One thing is for certain: he definitely had to answer way more than 500 questions to reach that goal, and he would return to ABC for the show's primetime ''The Greatest of All Time'' series.

* TheScrappy: Quest for his loud, grating voice, repeated use of catchphrases, and constantly forgetting to add "in a row" to his disclaimer about wrong answers, causing confusion about how contestants can be replaced. Harris, who hosted Season 2, is seen as a significant improvement.

* GrowingTheBeard: Season 2, due to the replacement of Richard Quest with Dan Harris, cutting out most of the padding, the addition of the Lightning Round, and changing the number of questions in each round from 50 to 30.

* SugarWiki/FunnyMoments:
** During a battle asking for, besides brackets, symbols that are on the top row of a computer keyboard, one contestant guessed "The squiggly thing above the 2" (presumably @). It wasn't accepted.

* {{Padding}}: During the first season, a round of 50 questions never got completed in the allotted hour due to the rules of everything constantly being explained along with the contestants and Quest dragging down gameplay. At best, 40 could be done, compared to at the very worst 55 on ''Series/{{Jeopardy}}'' (a half-hour show) or double that on ''Series/{{The Chase|GameShow}}'' (which also runs a full hour). At the end of Season 1, only 371 questions were asked, meaning the show couldn't even fulfill its own title.
** Season 2 cut down on the padding but still couldn't quite get to the 500 mark, with 467 questions being asked.

* {{Padding}}: During the first season, a round of 50 questions never got completed in the allotted hour due to the rules of everything constantly being explained along with the contestants and Quest dragging down gameplay. At best, 40 could be done, compared to at the very worst 55 on ''Series/{{Jeopardy}}'' (a half-hour show) or double that on ''Series/TheChase'' (which also runs a full hour). At the end of Season 1, only 371 questions were asked, meaning the show couldn't even fulfill its own title.

* RetroactiveRecognition: Jamie Holzhauer appeared as a challenger in an episode, but he never made it into the game. In 2019, he would proceed to run the tables on ''Series/{{Jeopardy}}'', with a 32-game winning streak and over $2.4 million in total winnings. One thing is for certain: he definitely had to answer way more than 500 questions to reach that goal.

** During a battle asking for, besides brackets, symbols that are on the top row of a computer keyboard, one contestant guessed "The squiggly thing above the 2" (presumably @).

* SugarWiki/FunnyMoments: During a battle asking for, besides brackets, symbols that are on the top row of a computer keyboard, one contestant guessed "The squiggly thing above the 2" (presumably @). Unfortunately for her, it wasn't accepted.

* FunnyMoments: During a battle asking for, besides brackets, symbols that are on the top row of a computer keyboard, one contestant guessed "The squiggly thing above the 2" (presumably @). Unfortunately for her, it wasn't accepted.

* FunnyMoments: During a battle asking for, besides brackets, symbols that are on the top row of a computer keyboard, one contestant guessed "The squiggly thing above the 2". Unfortunately for her, it wasn't accepted.

* FunnyMoments: During a battle asking for, besides brackets, symbols that are on the top row of a computer keyboard, one contestant guessed "The squiggly thing above the 2". Unfortunately for her, it was not accepted.

* {{Padding}}: During the show's first season, a round of 50 questions never got completed in the allotted hour due to the rules of everything constantly being explained along with the contestants and Quest dragging down gameplay. At best, 40 could be done, compared to at the very worst 55 on ''Series/{{Jeopardy}}'' (a half-hour show) or double that on ''Series/TheChase'' (which also runs a full hour).
** At the end of Season 1, only 371 questions were asked, meaning the show couldn't even fulfill its own title!
** Season 2 cut down on the padding, but the show still couldn't quite get to the 500 mark, with 467 questions being asked.
* TheScrappy: Richard Quest for his loud, grating voice, repeated use of catchphrases, and constantly forgetting to add "in a row" to wrong answers, causing confusion about how contestants can be replaced. Dan Harris, who hosted Season 2, is seen as a significant improvement.

* FunnyMoments:
** During a battle asking for, besides brackets, symbols that are on the top row of a computer keyboard, one contestant guessed "The squiggly thing above the 2". Sadly, it was not accepted.

* TheScrappy: Richard Quest for his loud, grating voice, repeated use of catchphrases, and constantly forgetting to add "in a row" to wrong answers, causing confusion about how contestants can be replaced.

* {{Padding}}: During its initial run, a round of 50 questions never got completed in the allotted hour due to the rules of everything constantly being explained along with the contestants and Quest dragging down game play. At best, 40 could be done, compared to at the very worst, 55 on ''Series/{{Jeopardy}}!'', a half-hour show, or double that on ''Series/TheChase'' which also runs on a full hour.
** In the end, only 371 questions were asked, meaning the show couldn't even fulfill its own title!
* TheScrappy: Richard Quest for his loud, grating voice; repeated use of catchphrases; and constantly forgetting to add "in a row" to wrong answers, causing confusion about how contestants can be replaced.

* TheScrappy: Richard Quest for his loud, grating voice, repeated use of catchphrases and constantly forgetting to add "in a row" to wrong answers, causing confusion about how contestants can be replaced.

* {{Padding}}: During its initial run, a round of 50 questions never got completed in the allotted hour due to the rules of everything constantly being explained along with the contestants and Quest dragging down game play. At best, 40 could be done, compared to at the very worst, 50 on ''Series/{{Jeopardy}}!'', a half-hour show, or double that on ''Series/TheChase'' which also runs ona full hour.

* TheScappy: Richard Quest for his loud, grating voice, repeated use of catchphrases and constantly forgetting to add "in a row" to wrong answers, causing confusion about how contestants can be replaced.