Ha, well we had a chance to look over the SEC's insider trading complaint against mouthy billionaire Mark Cuban, and it's surprisingly entertaining! Mostly because they allege that Cuban may have tried to pull off the single most idiotic inside trading move in history. To set the scene: The CEO of a company Cuban partially owns calls him up with (confidential) bad news; Cuban gets pissed, knowing the news will sink the stock price; but he just received confidential information, so he can't sell! Here's how they say he handled this financial quandary:

[Snip]

Just sell it anyhow! Smooth. [Full complaint here]