History Awesome / TheRunawayGuys

* The final contestant had to beat the score of 3 points to win the grand prize. He blitzed through Screenshot, Tricky and Easy Questions, tying the score before picking the game-deciding category... which was the '''Brutal Question''' about three pilots (other than Captain Falcon) appearing in the first ''VideoGame/FZero'' game. He guessed the first two (Samurai Goroh and Pico) relatively easy, then, after some time to think, picked Dr. Stewart as the final one... ''and got it correctly'', stealing the victory on the last possible moment and earning a standing ovation from the crowd (and a [[PrecisionFStrike "Holy shit!"]] from Jon).

* LetsPlay/AttackingTucans, who had never played the game before and picked a character who Josh said isn't very good in Smash 64, beats Josh without losing a life and (thanks to 2 healing items) finishes the game with FULL HEALTH.

* YMMV (like this whole page,) but a pretty notable one is [[NeverLiveItDown Jon taking advantage of the]] [[MemeticMutation Steve meme]] so much that it makes Emile ''weep''. Also a SugarWiki/{{Funny Moment|s}}. To elaborate: Jon used this to his advantage on the Pikmin portion of the game, which leads to Emile moaning at the very mention of it, followed by Captain Falcon killing all the Pikmin ''but Steve.'' Cue Emile sobbing and Jon creating dialogue between Olimar and Steve, then saying Emile should play as him that round. Emile slides off until the next round, where Jon forces him to play as Olimar by withholding both controllers and making sure Emile "[[IncrediblyLamePun piks]]" Olimar.

'''Tim:''' No! No! That's-no! I-I don't think so! I don't think so! [[ThisCannotBe That didn't just happen! I erase the last turn from existence! That's not happening.]] I need a time machine. [[Film/BackToTheFuture Can you go back to 1985?]]

-->'''Game:''' [[WhamLine Wow!]] '''[[WhamLine Everyone]]''' [[WhamLine gets one!]]

* The event breaks $400,000, even before t-shirt and zine sales are factored in, and eventually ''beats 2021's ridiculous pre-shirt total'', as well as 2022's final total, making Colosseum 2023 the highest-earning Colosseum to date (not counting merch sales)!

* A contestant finally answers a Brutal Question correctly. The question: Name all of [[VideoGame/SuperMarioBros Bowser's]] offspring. The answer: Bowser Jr; the Koopalings are canonically not his children. [[note]](The contestant said "Baby Bowser", which was accepted after a little deliberation.)[[/note]]

* During the Werewolf segment, one of the rounds involves all of the Colosseum crew names being put into a hat, each player drawing one and then acting as that person for the rest of the round. What follows is some attempts at the players poking fun at each others styles and personalities, but Chatia (who drew [=ProtonJon=]) and Jirard (who drew 8-Bit Drummer) manage to do a spot-on impression of the people they've drawn.

** ''And he does.'' He makes it further than the duo got before in his first attempt, and in his third attempt he reaches the end, getting all the KONG letters as well.
--> '''Jon''': ''(casually)'' [[BondOneLiner Well, that was fun. Thanks for letting me play, guys.]]
*** Which is then boosted up even more by him tackling and beating [[ThatOneLevel World 4-K]] in two tries.

*** [[UpToEleven Which is then boosted up even more]] by him tackling and beating [[ThatOneLevel World 4-K]] in two tries.

*** [[UpToEleven Which is then boosted up even more]] by him tackling and beating []ThatOneLevel World 4-K in two tries]].