It's been bothering me that his entire life now might be some sort of money laundering scheme for (((very bad guys)))
Jermey isn't Ethan Ralph. He does drugs, but he isn't a mule shoving crack up his ass.
The drunken crashout stream has me more convinced of my previous line of thought, that he just buys shit on a business LoC and then uses it as leverage for other another business loan. He thinks that owning multiple business entities allows him as-such to engage in effective arbitrage.
I have had a suspicion for a while that Jer is involved in something... shady, at best. But like WelperHelper said, Jer probably isn't getting his hands dirty with street crime-type stuff. He can't even move a couple boxes of microphones by himself without getting blown out (AMFEST). I think some kinds of financial scams of questionable legality are
much more likely, especially considering how Jer thinks he can outsmart everyone else. I wouldn't be surprised whatsoever if the web of shell corporations he owns all have dirty books, or if he was fraudulently representing his marketing potential with knowingly-false data to obtain sponsorships, for example. As I mentioned before, the Marketing Sheriff situation is suspicious as fuck (I'm looking more into that when I have time), and he's admitted that multiple sponsors have broken off their business relationship because his ad-reads have atrocious conversion rates (revenue generated from an advertising campaign divided by cost spent on advertising campaign). It's been a verrrrrrry long time since Jer has provided a return on investment for anyone who has hired his media empire, because most of his viewership is absolutely fucking fake, lmao.
Even if none of that is true, I'm still willing to bet he has enormous outstanding debts.
If that's true, then he has very large monthly bills to his creditors. Even assuming, very generously, that he still has the income (not capital) to make these payments, with major contracts ending (rumble) and his ad revenue heavily declining in correlation with his main channel's views tanking, that won't be true forever.
At the very least, if he actually does claim his purchases he uses for his streams as business expenses for tax write-offs, then those purchases belong to the business and not him. If he ever were to be audited or declare bankruptcy, the correct course of action would be for
all of that shit to be immediately liquidated and the proceeds given to either the creditors or the IRS. But he's such a small fish, despite being 500 pounds of fermented blubber, that this is probably never going to happen. Jer can only thrive in an immoral world with no consequences, because he is an incompetent scumbag.