Are all the flagged videos getting hit with this same cause, 'inauthentic content'? That suggests that the bar for it to go through is significantly lower than other report causes, and Jer was likely coached on it by his contact. From the perspective of his contact, these will go through with however-much ease and then when the appeals process starts, it'll have no connection to him and be handled by some random schmuck in India. This allows Jer to use his Very Important Time, which he has saved up tons of by stealing other peoples' content and shitting out one-take-wonders because his hangovers eat up the first 8 hours of his day... to mildly inconvenience people and take away a good chunk of their initial monetization, since it usually falls in that early viewcount.
Jer likely avoids... how do I put it? Safeguards against the equivalent of vexatious litigation, too many reports filed by a single account, by hopping between any of his 30+ accounts. If there is a specific number in a specific time-frame, he's probably already been coached on how to avoid tripping the system.
On Friday, Warski and PPP suggested that their appeal is still open. While it could just be that it's extremely low-priority, to me it seems more likely that Jeremy's contact is trying to make a definitive case for why it should remain banned. Had the appeal already been closed, that'd be one thing. Again I lean towards my tinfoil theory of bribery, because I genuinely cannot understand why a YouTube rep, someone in-house, would actively take part in arguing over the merits of keeping a channel banned -- these don't tend to be people who really get themselves invested in things, nevermind the fact that the 0->100 termination is still extremely unusual.