These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
The Bruderschaft, excluding Claudio, Ares and Donst, came down with a pretty severe case of it. Pinkie Sanchez and Death Haze got the worst of it, although Sara Del Rey recovered after turning face.
combatANT was the first member of GEKIDO to get noticed and picked up their first few wins. Then several months of nothing and then a career ending neck injury at the hands of Quackenbush.
Obariyon seems to have slipped from a threatening up-and-comer and potential Big Bad for 2012 with a Flying DDT finisher that qualified as The Dreaded, to just another midcarder.
Broken Base: The Chikara fanbase, over the Ashes angle and the closure of Chikara. The fans hardcore enough to want to participate in the angle - show up to the rallies, buy Chikarmy T-shirts, etc - loved it. Casual fans didn't see the point. "Mediumcore" fans, however, loathed and detested the angle for depriving them of actual wrestling matches, as did some hardcore fans who didn't happen to live in the northeastern USA and were thus unable to physically participate.
Lince Dorado had a severe case of it after his debut. He seemed to veer from being booked entirely too strongly to being booked realistically to being booked entirely too strongly again periodically, and he was never popular enough to justify his mega-push. This reaction even spilled over to the other two members of The Future Is Now (Equinox and Helios), making them the least popular tecnicos on the roster to the point where, after being beaten by super-rudos FIST during the King of Trios 2009 event, the fans chanted "THANK YOU FIST!" Went downhill after winning King of Trios 2008.
Jigsaw, prior to his late 2012 heel turn. Some fans find it strange that Jigsaw, after his stunt quitting Chikara, joining the Vulture Squad, unmasking and burying his gimmick and Chikara itself, was allowed back into the company, let alone made into the #2 hero behind only Quack himself. The fact that he's one of the blander babyfaces on the roster doesn't help much.
And the QuackenSaw team is a funny sort of Scrappy. Because they don't compete much outside Chikara, the team draws in outside fans from Ring of Honor and the like, and they always get great reactions on the shows. But check the forums dedicated to Chikara, and it at least appears the homebase is getting tired of "Quackensue" and was not at all enthused at them winning the tag belts.
Hieracon. Jonathan Gresham was re-gimmicked to become the third member of the Osirian Portal. But while Amasis and Ophidian had insane chemistry with each other, Hieracon lacked that chemistry. Add to that that the storyline behind him joining was "hey he's pretty good let's give him a mask and an Egyptian gimmick now", and the whole thing came across as horribly forced. It didn't help that while Amasis and Ophidian would interact and play to the crowd, Hieracon would mostly just stand on the ring apron looking awkward at best and bored witless at worst.
This was later retconned into being part of Wink Vavasseur's attempts to adulterate CHIKARA teams through CHIKARAbermetrics.
Crosses the Line Twice: Mr. Touchdown's murder of Sapphire. First he threw her in a sack. Then he slammed the sack into the ring several times. Then he did a series of jogging in place chest drops on the sack. And then he stopped and Tebowed next to it while the fans chanted "You're a monster!" at him.
Crowning Moment Of Awesome: Yoshiaki Yago vs Necro Butcher at Tag World Grand Prix 2006. What really put this over the top was Eddie Kingston on commentary totally marking out the whole time.
Night One of the 2007 King Of Trios. Team Japan vs The Thomasellis. Miyawaki and Sal slug it out. Then...
The Torneo Cibernetico between Team CHIKARA (UltraMantis Black/Eddie Kingston/Icarus/Larry Sweeney/Jigsaw/Mike Quackenbush/STIGMA/Hallowicked) and the BDK (Ares/Claudio Castagnoli/Tursas/Sara Del Rey/Tim Donst/Delirious/Daizee Haze/Pinkie Sanchez) at The Dark Cibernetico, October 23, 2010. Whereas previous Ciberneticos had run an hour or longer, this one manages to pack in years of storylines into a, by comparison, mere 35:45.
Dork Age: Ryan Cruz (of the North Star Express)'s "Version 2" gimmick of being a Matt Hardy rip-off.
Draco in Leather Pants: UltraMantis Black. At Pick Up Or Delivery, April 9, 2004, BLKOUT (Joker and Sabian) d. UltraMantis and Mister Zero when UltraMantis turned heel and told BLKOUT, "Be my guest," with Joker pinning Zero after a Sabian top-rope senton. Someone in the crowd said, "You're supposed to be a Superhero." UltraMantis got on the mic and ran down Zero and the fans, declared "UltraMantis is dead", changed his mask and said that he was now UltraMantis Black, and the fans said "Thank God." Thus, after he had blatantly screwed over his own partner, costing his team the win, and verbally buried Zero and the fans and said that he was sick of the human species, it turned out the fans actually preferred him as a heel.
Ensemble Darkhorse: UltraMantis Black is by far one of the most popular wrestlers in spite of not having won anything major for the first ten years of the company's existence.
Despite the fact that Crossbones has spent his career in CHIKARA as a lackey and hasn't ever really been a top tier guy, he has a very vocal fanbase.
Kobald of the Batiri
Fridge Brilliance: The firsttwo BDK videos posted to YouTube had their titles spelled out seemingly in Japanese Ranguage ("urutoramantisu burakku" and "neo soraa tempura"), even though the mastermind of the BDK would later turn out to be Ares, who was Swiss. However, although the person speaking in the video was clearly Caucasian, the voice was so impossibly distorted that it was impossible to identify him from it.
Narm: Jigsaw's promo on Armdrags to Riches, due to his delivery and some rather unfortunately phrased sentences ("we've done everything you can possibly do in a ring together!").
Replacement Scrappy: Johnny Gargano for Gran Akuma, after Akuma was kicked out of FIST and legitimately left Chikara. Made worse by the absolute lack of anyone talking about Akuma's reason for leaving, and Akuma's apparent good health in his appearances for Dragon Gate USA and other indies. Fortunately, Gargano rescued himself fairly quickly - being charismatic, good in the ring and devoted to the wrestling business makes it hard for someone to stay a Scrappy.
Lince Dorado, to an extent. After failing as a face, he turned heel and joined the Bruderschaft. Adjustments were made to his gimmick to try and turn the things that gave him X Pac Heat into things that gave him regular heat - for example instead of having the commentators spew copious praise on his high flying, Jakob Hammermeier would hold up score cards declaring the dives a 10.0. They also balanced this out by being careful not to overpush him, and even made him the BDK member left off the Bruderschaft's Cibernetico team. He also started using fewer high flying moves and polishing the ones he did use so he landed them properly. Fans were divided on whether he was redeemed or not, when...
He no-showed two shows in March 2010 and appeared on a Scott Hall video without his mask. The fans immediately turned against him again, and for good measure he was fired and hasn't appeared in Chikara since.
Equinox was a truly dire high-flyer, talking about a guy who had a 50-50 chance of pulling off his finishing move. Gerard now works a style more fitting to him, and improved a lot.
Johnny Gargano. He was already gaining acceptance due to being pretty solid in the ring. Then he suffered a back injury and completely won the fans over with his devotion to wrestling and having good matches despite being in incredible pain. It almost reached the point of the fans who hadn't liked Gargano going My God, What Have I Done?.
Borderline with the mentioned below Submission Squad. When the Flood appeared to cause chaos at National Pro Wrestling Day 2014, the Squad (who'd broken down on the side of the road again) appeared to the surprise of everyone proclaiming that if they wanted to take down Chikara they'd have to go through them... they then proceeded to get beat down but most wrestlers and fans respected the effort regardless of their feelings on the Squad as wrestlers.
It helps that the Squad have spent the years since their infamously awful match at King of Trios '09 improving and are considered among the best guys on the Texas indy wrestling scene now.
Came completely full circle for them five years later at King of Trios '14, as their match against the Gentleman's Club was very well-received by fans to the point of "Match of the Year" chants.
"wmdchikara" aka Anton Frady. He wasn't a wrestler - he was actually a moderator on their official forums - but he was in-character while moderating. If a post was overly critical of Wink Vavasseur or really anything related to Titor Conglomerate, he'd either delete the post entirely or edit it to remove the offending content and send a nasty private message to the person who posted it. Most fans agreed that this really added next to nothing to the angle and did make the boards less fun to post on, and he disappeared entirely in July of 2013.
The Submission Squad of Davey Vega, Gary Jay, Evan Gelistico and Pierre Abernathy. Their tag match from King of Trios 2009 is widely considered to be the worst match in Chikara history and they were promptly booed out of the building for it.
They Changed It, Now It Sucks: The fans reaction to Gran Akuma being kicked out of Team F.I.S.T. and being replaced by Johnny Gargano at Chikarasaurus Rex: King Of Show.
Why Fandom Can't Have Nice Things: The original official Chikara forums were the fan-run ChikaraFans. And the owner and moderators fell afoul of the GIFT and started acting like Internet Big Deals and running the forums like a fiefdom. So Chikara ended the affiliation with ChikaraFans and created their own official forums, Chikara101. Predictably, the guys who ran ChikaraFans turned completely against the promotion and used the boards for mudslinging and outside-kayfabe rumors until the owner let the domain die.
The Woobie: Archibald Peck at Chikarasaurus Rex... Not only does he lose a loser leaves town match to Mr. Touchdown, he has to watch Veronica kiss him. The final shot of the show is of him sadly walking away from the stadium.
And video updates on CHIKARA's official Youtube channel showed that at least a month later, Archie was still walking.
May sound strange, but, honestly, Crossbones, if only for how UMB treated him while they were the Order of the Neo-Solar Temple.
X-Pac Heat: The rare version where the heat is caused by something hitting too close to home rather than just because the person portraying the wrestler has alienated the fans somehow. Eddie Kingston was, from 2009-early 2013, the face of Chikara, the guy who'd given everything to the promotion and would fight for it until his dying day. Then in mid-2013 he turned heel and decided he didn't care about Chikara anymore and hoped it would stay dead. Some fans felt outright betrayed.