I doubt it's anything as interesting or cool as a drinking problem, I'm guessing it's all old debt, a whole bunch of impulse spending on little shit that adds up, and the fact Bob is an entitled man child who can't tell the difference between not being able to buy whatever he wants when he wants and actually being poor.
Funnily enough, if he moved to a red state to live alongside the Mayonnaise Ghouls, he probably wouldn't have the kind of money problems that he's (supposedly) having.
Didn't he say he was seeing a therapist for anger issues brought on by his Twitter habit/Trump Derangement Syndrome? I doubt that is cheap. Same could be said for his never ending list of health problems.
I remember Bob advocating for exactly that in one of his old videos. He ranted about how a tech start up could be literally anywhere, so only the obsolete would flock to expensive urban centers. I guess that advice is only for people who aren't Bob.
Pressing X. Unless he brought his whole family with him (IOW have them set up shop in flyover America and continue sponging off them as now) he'd just be trading one set of problems for another: needing to pay for rent and interact with people outside his comfort zone. For a guy who gave himself the beetus by "eating his feelings" as a response to GooberGrape, I'd predict that his (currently poorly incentivized) spending habits would not improve enough to stop him from going home or trying to survive on his fat reserves in six months or less.
Bobby doesn't buy nice clothes but he buys a lot of terrible clothes that no adult would want to wear, in a similar manner to Phil (ADF) and his mall-ninja bullshit.
Bob's beard is heavily greying and Chris's isn't.
Chris seemed to also live a good life without so much drama.
FTFY. Chris HAS a life: a wife, a kid, a job, and a house. He goes outside. He spends time with his family. When he goes to his sister's wedding in Cancun, he actually participates in and enjoys the event as opposed to his sad sack of a brother, who's in the background, hunched over his phone, tweeting into the void.
It's like how calculus was discovered independently by two scientists in different sides of the continent. If it's a good enough answer, multiple people will discover it on their own.
Well then, let's try a different approach.
Well I have a theory (though I'm mostly just bullshiting here so take it with a massive pile of salt). Part of it is just Bob being the neo-liberal house-nigger that we all know and love, but part of it is something much more interesting. It wouldn't surprise me if Bob believed that if Yang got his way and everyone in America got $12,000 worth of neetbux a year then there would be an influx of people coming into Bob's space (sperging about pop culture for a living). At that point the market for Bob's videos becomes even more over-saturated and he risks becoming the thing that he hates: an obsolete mayonnaise ghoul fighting for his jerb.
Not for nothing, but if he had any actual friends, he'd know this, especially given where he lives.
