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  • At Chapter 8, he was apparently wasted. He spent his entire match breaking his own pins to ask the crowd what move to do next.
  • At the start of disc 2 of his "I Hope You Suffer" DVD, he mentions that during his heel turn, he switched from beating Smallman with his signature pink chair, to a cricket bat, because a fan had taken it while he was going to pick up a microphone. He then proceeds to jokingly get into character and chew out the fans for that being exactly the kind of disrespect he was talking about.
  • He names his Top 5 Romantic Comedies with the straightest of faces.
  • For his ladder match with Mark Andrews, because the staff was still in play, instead of suspending it above the ring, they instead suspended a clipboard with a piece of paper attached that read 'I.O.U. one title'.
  • After he defeated Will Ospreay at Chapter 41, he takes the mic and apologises to Ospreay for "trying to murder you and shit" in the past and claiming he was in a dark place when he did those things. His flippant delivery is just hilarious.
  • Celebrating Mark Haskins's birthday with him by donning black party hats supplied by Mark's wife Vicky Haskins (who also gave one to Jim Smallman) and patiently standing in the ring blowing party horns while Zack Gibson attempted to cut a promo on them.
  • Flash Morgan Webster setup a Talk Show with Fists segment in ring at Chapter 54 for Jimmy and Mark Haskins to talk out their differences... then they revealed they'd sorted it off screen. Cue the whole crowd laughing their arses off at this development.
  • At Unboxing Live 2, Jim set up the 12 Days Of Christmas match, where everyone involved was given a present for a weapon. Jimmy got what looked like a smartphone case and Haskins got a Lynx Africa gift-set. Havoc later sprayed the Lynx in Clint Margera's eyes and stole his beer.
  • During the tag title match between Haskins & Havoc and the Grizzled Young Veterans at Chapter 63, both teams gave each other nutshots, leaving referee Joel Allen (who had been distracted at that point) to try to make sense of the four men on their knees, holding their nuts and each blaming the others.
  • Chapter 70: 27th May, 1978, which was an entire show done as though it was taking place in the 70's. Everyone dressed up in 70's gear, all the wrestlers had era-appropriate names and gimmicks, and the commentators did their best to reproduce 70's era commentary, including commenting on the kids these days and tut-tutting the swearing from the audience. Jimmy appearing as Ozzy Osbourne... or rather, Jizzy Jizzbourne, with an act that included biting the head off a rubber chicken and snorting cocaine during the match to get energy. He was also wearing a wig, and in his match with Jack Sexsmith, at one point during the match, both men's wigs fell off and they grabbed the wrong wig and put it on, before realising the mistake.
  • Will Ospreay mentions in their feud documentary that he has a Hard Head and being hit with a non gimmicked guitar still sucked, off handedly saying he once knocked out a goat with his head. The interview crew immediately cracks up, and it cuts to Jimmy just asking "A goat?". After hearing the story of how it happened, he immediately decides he needs to go headbutt a goat himself.
  • Botchamania #310: He does the intro... from a crapper.
    Jimmy Havoc: Oh hi! I'm Jimmy Havoc, and you're watching... me take a shit, while you're watching the intro to Botchamania. You need to reassess your lives, I guess. Enjoy.
  • His "I'm With Spud" is priceless. He gets steadily more and more drunk, becomes completely camp and starts hitting on Spud continually.
  • His Tables match with Keith Lee and Matt Riddle is a riot from start to finish. It begins with Jimmy setting up a table and putting himself through it, then claiming that it counts as one for him. The ref then has to tell him that A, it's the first person to put two other opponents through a table, and B, even if it did count, the bell hasn't rung, much to Jimmy's despair (all while Riddle and Lee look on, both confused and amused).

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