Fair enough.
Positive suggestions:
1. Suggest Bob finds some way to get some serious income. Either a JOB, or through CRIME, or something. Investments will simply not generate enough cashflow for Bob, simply because he does not have enough CAPITAL. He has enough that good investments are a nice BONUS, but he doesn't have enough to retire on/live comfortably off.
2. Then suggest Bob gets his own transport. Even a scooter is better than having to rely on borrowing his mum's car all the time. Amusing as it is to read, it's quite a hindarance to commit acts of villiany. Especially since his mum isn't an active supporter of his supervillian career. (yet?)
3. Suggest Bob eventually gets his own place to live too. Eventually, a supervillian needs privacy. Realistically anyway. It's all very well for movies and cartoons for Captain Acne Teen to have to hide the plans to the White House whenever his mum wants to clean his room, but... Or, the other choice would be to inform his parents of his ambition of becoming a supervillian, and hope for their love and support???
Mundane as it might seem, cash is probably a huge concern for Bob at this point. He either needs to actually get a decent paying JOB, or he needs to multiply his networth by ...hmm... maybe 5 times or so. Within a short span of time, before inflation erodes that value.
...
Also, on the subject of minions, or obtaining allies or similiar... someone said that Bob is not charismatic enough to convert captives via drugs, hypnosis, and other methods?
...
mmm... It probably takes a LOT MORE charisma to get minions and allies via the normal channels of "looking like a leader" or "friendship" or all those other channels...
Well, anyhow, lots of people on thread seem to want Bob to obtain minions to do his dirty work while he works from the shadows... for someone without much charisma, drugs and hypnosis are probably a more likely solution than "how to win friends and influence people".