* ActingForTwo: Many of the more OutOfFocus masked wrestlers have been played by more significant wrestlers on the card. Both Quackenbush and Hallowicked have been under the Ice Cream masks before, and Chuck Taylor is sourced on Wikipedia as being Mr Azerbaijan (though probably not being the only one). Kevin Condron has been heavily implied to have been Jervis Cottonbelly from at least 2015 onward.
* BigNameFan: To the surprise of everyone, including Mike Quackenbush and Reckless Youth, Wrestling/ManamiToyota had a foot out of the pro wrestling business until she was inspired to keep at it after spending sometime in Chikara.
* FakeNationality: Lince Dorado. Born in UsefulNotes/PuertoRico, billed from UsefulNotes/{{Mexico}}.
* FanNickname: Even before he was officially named, Equinox III had already been dubbed "3quinox" by fans. Later [[AscendedMeme ascended]] as Kid Cyclone used it in [[http://web.archive.org/web/20140905095250/http://www.chikarapro.com/blog-kid-cyclone-7-18-14/ an official blog]].
* {{Fan Community Nickname|s}}: [[https://twitter.com/chikarmy Chikarmy]] during the "Ashes" angle.
* OldShame
** The pre-2004 shows, which most everyone on the CHIKARA roster have referred to as varying degrees of 'bad'. Icarus in particular has said that he'll do everything he can to keep the match in which he lost the Ichabod Slayne mask from seeing the light of day.
** Jigsaw's brief unmasked run in Ring of Honor is treated as such.
* OneOfUs: It doesn't take much to figure out that Player Uno and Player Dos are huge video game geeks.
* ThePeteBest: The Bloc Party debuted in Wrestling Is Fun, but one member didn't make it to Chikara, while another would leave not long after. The Brown Morning of Belarus was KilledOffForReal after being hit with Estonian Thunderfrog's hammer and subsequently replaced with Prakash Sabar, while the Polar Baron, a NonActionBigBad, left after the Bloc Party lost a flag match to the Baltic Siege in the main event of ''The World is Not Enough''.
* PromotedFanboy: A pre-Director of Fun Leonard F. Chikarason is very visible in the front row at many of the early 2004 shows.
* WhatCouldHaveBeen
** In late 2002, they experimented with a sister promotion, [=Kiryoku=] Pro, which would focus on women's wrestling. It was abandoned after only three shows. Among the women who competed on those shows were [[Wrestling/MickieJames Alexis Laree (Mickie James)]], [[Wrestling/BethPhoenix Phoenix (Beth Phoenix)]], [[Wrestling/JillianHall Macaela Mercedes (Jillian Hall)]] and Little Jeannie (from Wrestling/{{WCW}}).
** In 2005, while CHIKARA and CZW were still co-running the Wrestle Factory, CHIKARA introduced a promotion for the school's "graduates" called [=NEXT=], later renamed [=STF=] (Stars of The Future). It lasted ten shows, from ''NEXT: Genesis Point'' on April 7, 2005 to ''STF Monster Mash II'' on October 28, 2006.
** Blackjack Marciano was in a prototype of the Kings of Wrestling with Hero and Double C in the winter months in Wrestling/{{CZW}}. Whether he was going to join or not if he stayed in wrestling is unknown, though.
** Don Montoya was offered a teacher spot by Mike Quackenbush, but declined.
* WhyFandomCantHaveNiceThings: Before the Chikara101 forums, there were the [=ChikaraFans=] forums. However, the moderators and a few of the most prominent users developed egos and started posting abusively and berating new users over pretty much everything - essentially falling afoul of the [[{{GIFT}} Greater Internet Fuckwad Theory]]. When Leonard F. Chikarason told them to cool off, the owners responded by turning violently against CHIKARA itself, deleting their archives and turning their main forum into a venue to bash the promotion. The Chikara101 forums are as good if not better than the [=ChikaraFans=] forums, but the archives are still missed.