It's a bit of a mystery. Sometimes such stories are based on some truth, but they might get embellished over time. So, it's tough to tell if it's 100% true.
Well, in the case of the man who cracked the lottery, he might have found some sort of pattern or loophole in the lottery system. Maybe he studied the numbers over a long period and noticed a regularity that others missed.
To be honest, I can't recall who wins the lottery precisely in that short story. It's a story that keeps you guessing until the end. Maybe you should give it a read and figure it out for yourself.
The concept of a lottery is more of a structured game system rather than being rooted in a true story. It's all about luck and the random selection of numbers.
The 'agents of cracked fanfic' could refer to various entities. It might be the writers who create these unique and often unorthodox fanfictions. They are like agents in the sense that they bring these stories to life. Another possibility could be the fans who promote and spread these cracked fanfics, acting as agents to increase their popularity. It could also potentially refer to any characters within the fanfic that are central to the 'cracked' or zany elements of the story.