I've pondered this, and the only way $5.3mil makes sense is if you keep in mind that Russell is really, really fucking stupid.
Thanks to this thread, any employer who googles Russell Greer is going to know what they're getting. He's even admitted in the past that the existence of this thread is why he can't get a paralegal job, and is stuck doing lower-paid, menial, office and janitorial work. So (in his mind) we're responsible for a major loss in earnings across his working life--40-45 years of working as a paralegal, and adjusting for potential inflation, could maybe come out to around $5.3million (I suck at math, so anybody who wants to flex their autism is welcome to do so).
What makes that really, really stupid is that if he wants to sue for that amount on those grounds, he should have sued for defamation of character, which led to loss of reputation, thus destroying a budding paralegal career that could have lasted 40-45 years. Sure, he would have absolutely no case, but it would at least make a bit more sense.
Suing for copyright infringement? Russell will have to prove that he suffered $5.3million in lost revenue from the alleged infringement, and/or that Lolcow LLC/Joshua Moon made $5.3million in profits specifically from the infringed-upon materials. But since he has made no money from any of his allegedly infringed-upon creative endeavors (and neither has Lolcow LLC/Joshua Moon in allowing them to be posted to Kiwi Farms), there are no damages.
Since he has filed for copyrights on everything, he could potentially be awarded statutory damages, in the unlikely event he proves his case. But those max out at $150,000 per incident of infringement, and to get that much you have to not only prove that the infringement was knowing and willful, but that the defendant has profited substantially from it. The financial status of the defendant is taken into account. No offense to Josh, but the broke-ass owner of an internet forum is not going to get hit with a $5.3million judgment. Not even close.
So the only thing I can figure is that Russell is suing for a financial judgment appropriate to a defamation case, but for some fucktarded reason has decided to fight it out over copyright infringement. And no, it makes no sense at all--until you remember that Russell is really, really fucking stupid.