https://en.wikipedia.org/wiki/Paul_Le_Roux
This guy is bananas. Known as an "internet crime boss," he got his start as a programmer/hacker heavy into the encryption scene. Quickly got into moving prescription drugs online, which naturally pushed him further into the criminal world. Gun running, assassinations, Somalian piracy, diamond smuggling, meth production/distribution, stealing state secrets (such as missile launch codes), illegal logging operations, as well as all the other "normal" internet crimes (doxxing, ransomware, etc.).
He kept his organization extremely compartmentalized, most people working for him never even knew who he was. Hired most of his workers/contractors through online portals such as LinkedIn, and would then often hire other people to kill said workers. He's an expert at creating countless shell companies that barely ever touched each other, making it incredibly difficult to estimate how much money he likely has stashed away.
I'm not even done reading everything, his story is insane. Going to dig deeper soon.
Oh yeah, and he's also suspected to be Satoshi Nakamoto, the inventor of Bitcoin. Which, if true, means he has roughly one million bitcoins (11 billion USD) tucked away somewhere.