Doug DeCinces had the unenviable task of following Brooks Robinson as the Orioles’ everyday third baseman. Clearly he was so disillusioned by the experience that he decided to turn to a life of crime 35 years later:
The Securities and Exchange Commission charged former professional baseball player Doug DeCinces and three others with insider trading ahead of a buyout by Abbott Laboratories (ABT). DeCinces will pay $2.5 million to settle the charges.
It wasn’t all that sophisticated an operation as far as these things go. Some more details here. Basically, he got an inside tip, traded on it and profited.
I’m sure that Brooks would have done it way more smoothly.