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That 'weird shit with Anthony' is the key to understanding Jim's behavior. YimYim was reading the message boards, twitter and reddit, and was perfectly aware that the most rabid listeners were were Cumia-fanboys who disliked Opie. Jim was always scared of these fans and how they could destroy someone's reputation online.Even at the worst of Opie and Jim their problems just came down to a lack of chemistry and the weird shit going on with Ant at the time. Jimmy claims Anthony did something so despicable he’ll never forgive him, he knows he’s an alcoholic, a woman beater, and a racist. And yet he still sides with this guy, even after claiming him and Opie were super close, one of his favorite people in the world even, and all of his problems come down to shit that shouldn’t be relationship breaking: You’re not funny sometimes and you’re hard to work with.
When Ant got fired and the larger online fanbase really started attacking the Opster, Jim was absolutely terrified they would turn on him too. The best way to avoid that was to always side with Anthony and take little shots at Opie to let the reddit/twitter crowd know he was on their side. Hence, when Cumia did the whole 'greggshells' thing, the next day Jim just sat there silently and only piped up to agree with Ant. Opie was right, he really needed Jim that day. It was a total betrayal.